trans-2-Hydroxymethyl-1-cyclohexylamine hydrochloride → N-[5-{[(1RS,2RS)-2-(hydroxymethyl)cyclohexyl]amino}-7-(trifluoromethyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]nicotinamide

HRID 2382870Notes

Reaction equation

HRID 2382870 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=3)[N:10]=[C:6]2[CH:5]=[C:4]([C:20]([F:23])([F:22])[F:21])[CH:3]=1.Cl.[OH:25][CH2:26][C@@H:27]1[CH2:32][CH2:31][CH2:30][CH2:29][C@H:28]1[NH2:33]>>[OH:25][CH2:26][CH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH:28]1[NH:33][C:2]1[N:7]2[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=3)[N:10]=[C:6]2[CH:5]=[C:4]([C:20]([F:23])([F:22])[F:21])[CH:3]=1

Participants

3

Reactant 2

HCID 2724654trans-2-Hydroxymethyl-1-cyclohexylamine hydrochlorideHCID 25212520HCID 25212520, compound

Product 1

HCID 68482692N-[5-{[(1RS,2RS)-2-(hydroxymethyl)cyclohexyl]amino}-7-(trifluoromethyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]nicotinamide

Procedure

The title compound was prepared following procedure described for example 85, but starting from N-[5-chloro-7-(trifluoromethyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]nicotinamide ((B7), 50 mg; 0.15 mmol; 1.0 eq.) and trans-2-hydroxymethyl-1-cyclohexylamine hydrochloride (121 mg; 0.73 mmol; 5.0 eq.) as a white solid (32 mg, 50%). HPLC, Rt: 3.00 min. (purity 89.6%). LC/MS, M+(ESI): 435.1, M−(ESI): 433.0.

Sources & evidence

ORD record
ord-6bcb208636924330bd6ef96d71a311d6
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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