N-[(1R,2R)-2-氨基环己基]-甲磺酰胺

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In a similar fashion as for the synthesis of Compound A (X═Cl), 4,5-dichloro-3-nitro-pyridin-2-ylamine was reacted with N-((1R,2R)-2-amino-cyclohexyl)-methanesulfonamide to afford N-[(1R,2R)-2-(2-amino-5-chloro-3-nitro-pyridin-4-ylamino)-cyclohexyl]-methanesulfonamide (72%) which was subjected to hydrogenation with iron in acetic acid in a similar fashion as for Compound B to afford N-[(1R,2R)-2-(2,3-diamino-5-chloro-pyridin-4-ylamino)-cyclohexyl]-methanesulfonamide (66%). This latter material was then reacted with 2-methoxy-4-morpholin-4-ylmethyl-benzaldehyde in a similar fashion as for the synthesis of Compound III to afford the title compound as a yellow lyophilate (70%). 1H NMR (d-chloroform): 13.39 (br s, 1H), 8.30 (d, J=8 Hz, 1H), 8.23 (s, 1H), 7.19 (m, 1H), 7.12 (s, 1H), 7.03 (d, J=8 Hz, 1H), 6.76 (d, J=8 Hz, 1H), 5.05 (m, 1H), 4.97 (m, 1H), 4.12-3.81 (m, 6H), 3.64 (s, 3H), 3.48 (m, 1H), 3.25 (m, 1H), 3.12 (s, 3H), 3.06 (m, 1H), 2.83 (m, 1H), 2.22 (m, 2H), 2.01-1.60 (m, 4H), 1.44 (m, 2H), 1.25 (m, 1H). MS: 549.0 (M+H). HPLC retention time: 1.85 minutes (G Method).

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In a similar fashion as for the synthesis of Compound A (X═Cl), 4,5-dichloro-3-nitro-pyridin-2-ylamine was reacted with N-((1R,2R)-2-amino-cyclohexyl)-methanesulfonamide to afford N-[(1R,2R)-2-(2-amino-5-chloro-3-nitro-pyridin-4-ylamino)-cyclohexyl]-methanesulfonamide (72%) which was subjected to hydrogenation with iron in acetic acid in a similar fashion as for Compound B to afford N-[(1R,2R)-2-(2,3-diamino-5-chloro-pyridin-4-ylamino)-cyclohexyl]-methanesulfonamide (66%). This latter material was then reacted with 2-methoxy-4-morpholin-4-ylmethyl-benzaldehyde in a similar fashion as for the synthesis of Compound III to afford the title compound as a yellow lyophilate (70%). 1H NMR (d-chloroform): 13.39 (br s, 1H), 8.30 (d, J=8 Hz, 1H), 8.23 (s, 1H), 7.19 (m, 1H), 7.12 (s, 1H), 7.03 (d, J=8 Hz, 1H), 6.76 (d, J=8 Hz, 1H), 5.05 (m, 1H), 4.97 (m, 1H), 4.12-3.81 (m, 6H), 3.64 (s, 3H), 3.48 (m, 1H), 3.25 (m, 1H), 3.12 (s, 3H), 3.06 (m, 1H), 2.83 (m, 1H), 2.22 (m, 2H), 2.01-1.60 (m, 4H), 1.44 (m, 2H), 1.25 (m, 1H). MS: 549.0 (M+H). HPLC retention time: 1.85 minutes (G Method).

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In a similar fashion as for the synthesis of Compound A (X═Cl), 4,5-dichloro-3-nitro-pyridin-2-ylamine was reacted with N-((1R,2R)-2-amino-cyclohexyl)-methanesulfonamide to afford N-[(1R,2R)-2-(2-amino-5-chloro-3-nitro-pyridin-4-ylamino)-cyclohexyl]-methanesulfonamide (72%) which was subjected to hydrogenation with iron in acetic acid in a similar fashion as for Compound B to afford N-[(1R,2R)-2-(2,3-diamino-5-chloro-pyridin-4-ylamino)-cyclohexyl]-methanesulfonamide (66%). This latter material was then reacted with 2-methoxy-4-morpholin-4-ylmethyl-benzaldehyde in a similar fashion as for the synthesis of Compound III to afford the title compound as a yellow lyophilate (70%). 1H NMR (d-chloroform): 13.39 (br s, 1H), 8.30 (d, J=8 Hz, 1H), 8.23 (s, 1H), 7.19 (m, 1H), 7.12 (s, 1H), 7.03 (d, J=8 Hz, 1H), 6.76 (d, J=8 Hz, 1H), 5.05 (m, 1H), 4.97 (m, 1H), 4.12-3.81 (m, 6H), 3.64 (s, 3H), 3.48 (m, 1H), 3.25 (m, 1H), 3.12 (s, 3H), 3.06 (m, 1H), 2.83 (m, 1H), 2.22 (m, 2H), 2.01-1.60 (m, 4H), 1.44 (m, 2H), 1.25 (m, 1H). MS: 549.0 (M+H). HPLC retention time: 1.85 minutes (G Method).