1-(4,4-Difluorocyclohexyl)methanamine hydrochloride → HCID 90407508, compound

HRID 2277515Notes

Reaction equation

HRID 2277515 reaction equation
CS(O[CH2:6][CH2:7][N:8]1[CH:12]=[C:11]([C:13]2[CH:18]=[C:17]([C:19]([O:21]C)=[O:20])[CH:16]=[CH:15][N:14]=2)[N:10]=[CH:9]1)(=O)=O.Cl.[F:24][C:25]1([F:33])[CH2:30][CH2:29][CH:28]([CH2:31][NH2:32])[CH2:27][CH2:26]1>>[F:24][C:25]1([F:33])[CH2:30][CH2:29][CH:28]([CH2:31][NH:32][CH2:6][CH2:7][N:8]2[CH:12]=[C:11]([C:13]3[CH:18]=[C:17]([C:19]([OH:21])=[O:20])[CH:16]=[CH:15][N:14]=3)[N:10]=[CH:9]2)[CH2:27][CH2:26]1

Participants

3

Reactant 2

HCID 451589311-(4,4-Difluorocyclohexyl)methanamine hydrochlorideHCID 90407071methyl 2-(1-{2-[(methylsulfonyl)oxy]ethyl}-1H-imidazol-4-yl)pyridine-4-carboxylate

Product 1

HCID 90407508HCID 90407508, compoundYield 13%

Procedure

The title compound was prepared in 13% yield from methyl 2-(1-{2-[(methylsulfonyl)oxy]ethyl}-1H-imidazol-4-yl)pyridine-4-carboxylate (PREPARATION 6) and (4,4-difluorocyclohexyl)methanamine hydrogen chloride according to the procedure for the preparation of Example 58. 1HNMR (400 MHz, DMSO): δ 1.13 (2H, m), 1.75 (4H, m), 1.96 (2H, m), 2.42 (2H, d, J=6.7 Hz), 2.88 (2H, t, J=6.0 Hz), 4.06 (2H, t, J=6.0 Hz), 7.53 (1H, dd, J=4.9 Hz), 7.73 (1H, s), 7.79 (1H, s), 8.25 (1H, s), 8.55 (1H, d, J=4.9 Hz). [M+H] Calc'd for C18H22F2N4O2, 365. Found, 365.

Sources & evidence

ORD record
ord-26eb90d687294e1b9d3e1a198a494dab
Source dataset
uspto-grants-2015_09
Patent number
US09133166B2

Reaction notes

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