2-Butynoic acid → HCID 71226641, compound

HRID 928350Notes

Reaction equation

HRID 928350 reaction equation
[NH2:1][C:2]1[C:3]2[N:4]([C:8]([C@@H:30]([NH:32][CH3:33])[CH3:31])=[N:9][C:10]=2[C:11]2[CH:29]=[CH:28][C:14]([C:15]([NH:17][C:18]3[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[CH:20][N:19]=3)=[O:16])=[CH:13][CH:12]=2)[CH:5]=[CH:6][N:7]=1.[C:34]([OH:39])(=O)[C:35]#[C:36][CH3:37]>>[NH2:1][C:2]1[C:3]2[N:4]([C:8]([C@@H:30]([N:32]([CH3:33])[C:34](=[O:39])[C:35]#[C:36][CH3:37])[CH3:31])=[N:9][C:10]=2[C:11]2[CH:29]=[CH:28][C:14]([C:15]([NH:17][C:18]3[CH:23]=[C:22]([C:24]([F:26])([F:27])[F:25])[CH:21]=[CH:20][N:19]=3)=[O:16])=[CH:13][CH:12]=2)[CH:5]=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 685352-Butynoic acidHCID 86720324HCID 86720324, compound2×

Product 1

HCID 71226641HCID 71226641, compoundYield 33.4%

Procedure

This compound was prepared, in an analogous manner as described in Example 2, from (S)-4-(8-amino-3-(1-(methylamino)ethyl)imidazo[1,5-a]pyrazin-1-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide (intermediate 48) and 2-butynoic acid, to afford the title compound (11.5 mg, 33.4%). Data: UPLC(C) Rt: 2.54 min; m/z 522.2 (M+H)+.

Workup

  1. customThis compound was prepared, in an analogous manner

Sources & evidence

ORD record
ord-c15a9ad80dc24d5788c7eb040db5fb14
Source dataset
uspto-grants-2016_03
Patent number
US09290504B2

Reaction notes

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