4-(Chloromethyl)benzoyl chloride → 4-chloromethyl-N-(5-cyclohexylamino-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-benzamide

HRID 2382782Notes

Reaction equation

HRID 2382782 reaction equation
[CH:1]1([NH:7][C:8]2[N:13]3[N:14]=[C:15]([NH2:17])[N:16]=[C:12]3[CH:11]=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:18][CH2:19][C:20]1[CH:28]=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][CH:21]=1>>[Cl:18][CH2:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]([NH:17][C:15]2[N:16]=[C:12]3[CH:11]=[CH:10][CH:9]=[C:8]([NH:7][CH:1]4[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]4)[N:13]3[N:14]=2)=[O:25])=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 701364-(Chloromethyl)benzoyl chlorideHCID 25216186N5-cyclohexyl[1,2,4]triazolo[1,5-a]pyridine-2,5-diamine

Product 1

HCID 252127664-chloromethyl-N-(5-cyclohexylamino-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-benzamide

Procedure

The title compound was prepared following procedure described for intermediate B1, but starting from N5-cyclohexyl[1,2,4]triazolo[1,5-a]pyridine-2,5-diamine ((A9), 800 mg; 3.46 mmol; 1.0 eq.) and 4-(chloromethyl)benzoyl chloride (981 mg; 5.2 mmol; 1.5 eq.) as a brownish foam (1.32 g, 99%). LC/MS, M+(ESI): 384.0, M−(ESI): 382.0.

Sources & evidence

ORD record
ord-e9046415845342d0a4aa2b117ebfac90
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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