Acryloyl chloride → HCID 86721744, compound

HRID 1522110Notes

Reaction equation

HRID 1522110 reaction equation
Cl[C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[NH:10]1[CH2:14][CH2:13][CH:12]([CH2:15][NH:16][C:17](=[O:23])OC(C)(C)C)[CH2:11]1.[O:24]([C:31]1[CH:36]=[CH:35][C:34](B(O)O)=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[C:40](Cl)(=O)[CH:41]=C>>[NH2:9][C:3]1[N:4]=[CH:5][N:6]=[C:7]([N:10]2[CH2:14][CH2:13][CH:12]([CH2:15][NH:16][C:17](=[O:23])[CH:40]=[CH2:41])[CH2:11]2)[C:2]=1[C:28]1[CH:29]=[CH:30][C:25]([O:24][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[CH:26][CH:27]=1

Participants

5

Reactant 4

HCID 13140Acryloyl chlorideHCID 27343774-Phenoxyphenylboronic acidHCID 4250767tert-butyl N-((pyrrolidin-3-yl)methyl)carbamateHCID 242192625,6-Dichloro-pyrimidin-4-ylamine

Product 1

HCID 86721744HCID 86721744, compound

Procedure

N-((1-(6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)pyrrolidin-3-yl)methyl)acrylamide was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl (pyrrolidin-3-ylmethyl)carbamate, (4-phenoxyphenyl)boronic acid, and acryloyl chloride using methods B, C, D, and F. HPLC purity 97%. MS: m/z=416 [M+H]+.

Sources & evidence

ORD record
ord-b215c4f413b04cb6a28c462741332cc2
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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