2-Butynoic acid → HCID 71226342, compound

HRID 928334Notes

Reaction equation

HRID 928334 reaction equation
[NH2:1][C:2]1[C:3]2[N:4]([C:8]([C@@H:25]3[CH2:30][CH2:29][CH2:28][CH2:27][NH:26]3)=[N:9][C:10]=2[C:11]2[CH:24]=[CH:23][C:14]([C:15]([NH:17][C:18]3[CH:22]=[CH:21][O:20][N:19]=3)=[O:16])=[CH:13][CH:12]=2)[CH:5]=[CH:6][N:7]=1.[C:31](O)(=[O:35])[C:32]#[C:33][CH3:34]>>[NH2:1][C:2]1[C:3]2[N:4]([C:8]([C@@H:25]3[CH2:30][CH2:29][CH2:28][CH2:27][N:26]3[C:31](=[O:35])[C:32]#[C:33][CH3:34])=[N:9][C:10]=2[C:11]2[CH:12]=[CH:13][C:14]([C:15]([NH:17][C:18]3[CH:22]=[CH:21][O:20][N:19]=3)=[O:16])=[CH:23][CH:24]=2)[CH:5]=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 685352-Butynoic acidHCID 71226349HCID 71226349, compound2×

Product 1

HCID 71226342HCID 71226342, compoundYield 6.6%

Procedure

This compound was prepared, in an analogous manner as described in Example 2, from (S)-4-(8-amino-3-(piperidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(isoxazol-3-yl)benzamide (intermediate 35) and 2-butynoic acid, to afford the title compound (2 mg, 6.6%). Data: UPLC(C) Rt: 2.23 min; m/z 470.3 (M+H)+.

Workup

  1. customThis compound was prepared, in an analogous manner

Sources & evidence

ORD record
ord-fe5beaea82d24ccfbd4c44c6bb458bbf
Source dataset
uspto-grants-2016_03
Patent number
US09290504B2

Reaction notes

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