Acrylic Acid → HCID 71607652, compound

HRID 928338Notes

Reaction equation

HRID 928338 reaction equation
[NH2:1][C:2]1[C:3]2[N:4]([C:8]([C@@H:30]3[CH2:35][CH2:34][CH2:33][CH2:32][NH:31]3)=[N:9][C:10]=2[C:11]2[CH:28]=[CH:27][C:14]([C:15]([NH:17][C:18]3[CH:23]=[C:22]([CH2:24][CH2:25][CH3:26])[CH:21]=[CH:20][N:19]=3)=[O:16])=[C:13]([F:29])[CH:12]=2)[CH:5]=[CH:6][N:7]=1.[C:36](O)(=[O:39])[CH:37]=[CH2:38]>>[C:36]([N:31]1[CH2:32][CH2:33][CH2:34][CH2:35][C@H:30]1[C:8]1[N:4]2[CH:5]=[CH:6][N:7]=[C:2]([NH2:1])[C:3]2=[C:10]([C:11]2[CH:28]=[CH:27][C:14]([C:15]([NH:17][C:18]3[CH:23]=[C:22]([CH2:24][CH2:25][CH3:26])[CH:21]=[CH:20][N:19]=3)=[O:16])=[C:13]([F:29])[CH:12]=2)[N:9]=1)(=[O:39])[CH:37]=[CH2:38]

Participants

3

Reactant 2

HCID 6581Acrylic AcidHCID 71225861HCID 71225861, compound2×

Product 1

HCID 71607652HCID 71607652, compoundYield 28.9%

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)-2-fluoro-N-(4-propylpyridin-2-yl)benzamide (intermediate 39) and acrylic acid, to afford the title compound (5.9 mg, 28.9%). Data: UPLC(C) Rt: 2.41 min; m/z 528.4 (M+H)+.

Workup

  1. customThis compound was prepared, in an analogous manner

Sources & evidence

ORD record
ord-28ed5eca9f914689b67491747390b768
Source dataset
uspto-grants-2016_03
Patent number
US09290504B2

Reaction notes

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