2-Butynoic acid → HCID 71226747, compound

HRID 928339Notes

Reaction equation

HRID 928339 reaction equation
[NH2:1][C:2]1[C:3]2[N:4]([C:8]([C@@H:27]3[CH2:32][CH2:31][CH2:30][CH2:29][NH:28]3)=[N:9][C:10]=2[C:11]2[CH:25]=[CH:24][C:14]([C:15]([NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)=[O:16])=[CH:13][C:12]=2[CH3:26])[CH:5]=[CH:6][N:7]=1.[C:33](O)(=[O:37])[C:34]#[C:35][CH3:36]>>[NH2:1][C:2]1[C:3]2[N:4]([C:8]([C@@H:27]3[CH2:32][CH2:31][CH2:30][CH2:29][N:28]3[C:33](=[O:37])[C:34]#[C:35][CH3:36])=[N:9][C:10]=2[C:11]2[CH:25]=[CH:24][C:14]([C:15]([NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)=[O:16])=[CH:13][C:12]=2[CH3:26])[CH:5]=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 685352-Butynoic acidHCID 71225934HCID 71225934, compound2×

Product 1

HCID 71226747HCID 71226747, compoundYield 59.1%

Procedure

This compound was prepared, in an analogous manner as described in Example 2, from 4-(8-amino-3-((S)-piperidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-3-methyl-N-(pyridin-2-yl)benzamide (intermediate 43) and 2-butynoic acid, to afford the title compound (13.7 mg, 59.1%). Data: UPLC(C) Rt: 2.28 min; m/z 494.3 (M+H)+.

Workup

  1. customThis compound was prepared, in an analogous manner

Sources & evidence

ORD record
ord-01b3248d83794ea2898300822da9cf7d
Source dataset
uspto-grants-2016_03
Patent number
US09290504B2

Reaction notes

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