Acryloyl chloride → HCID 136983734, compound

HRID 64349Notes

Reaction equation

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

Participants

Reactant 2

HCID 13140Acryloyl chloride

HCID 136928064HCID 136928064, compound

Product 1

HCID 136983734HCID 136983734, compound

Procedure

Compound 75 was prepared from 8-amino-5-oxo-2-(4-phenoxyphenyl)-5,6-dihydro-4H-benzo[f]pyrazolo[1,5-a][1,3]diazepine-3-carboxamide and acryloyl chloride according to the procedure similar to that for compound 8. 1H NMR (400 MHz, CD3OD-d4) δ 7.85-7.79 (m, 3H), 7.75-7.71 (m, 2H), 7.43-7.37 (m, 2H), 7.20-7.14 (m, 1H), 7.12-7.06 (m, 4H), 6.50-6.35 (m, 2H), 5.81 (dd, J=2.6, 9.0 Hz, 1H), 3.75 (s, 2H). MS (ESI) m/e [M+1]+ 480.1.

Sources & evidence

ORD record: ord-0a6f56a8e0984c318a10bc59ed6276ae
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09447106B2

Reaction notes

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