Acryloyl chloride → HCID 86721810, compound

HRID 1522215Notes

Reaction equation

HRID 1522215 reaction equation
Br[C:2]1[C:3](Cl)=[N:4][C:5]([NH2:8])=[N:6][CH:7]=1.[NH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19]C(C)(C)C)=O)[CH2:12]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>>[NH2:8][C:5]1[N:4]=[C:3]([NH:10][CH:11]2[CH2:16][CH2:15][CH2:14][N:13]([C:17](=[O:19])[CH:40]=[CH2:41])[CH2:12]2)[C:2]([C:28]2[CH:29]=[CH:30][C:25]([O:24][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[CH:26][CH:27]=2)=[CH:7][N:6]=1

Participants

5

Reactant 4

HCID 13140Acryloyl chlorideHCID 5458091-BOC-3-AminopiperidineHCID 27343774-Phenoxyphenylboronic acidHCID 249038235-Bromo-4-chloropyrimidin-2-amine

Product 1

HCID 86721810HCID 86721810, compound

Procedure

1-(3-((2-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)piperidin-1-yl)prop-2-en-1-one was prepared from 5-bromo-4-chloropyrimidin-2-amine, tert-butyl 3-aminopiperidine-1-carboxylate, (4-phenoxyphenyl)boronic acid, and acryloyl chloride using methods B, C, D and F. HPLC: 97%. MS: m/z=416 [M+H]+.

Sources & evidence

ORD record
ord-66e205bc1a6b4172a5dc83f995f42d28
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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