Acryloyl chloride → HCID 86721813, compound

HRID 1522221Notes

Reaction equation

HRID 1522221 reaction equation
Cl[C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[NH2:10][CH2:11][CH:12]1[CH2:17][CH2:16][N:15]([C:18]([O:20]C(C)(C)C)=O)[CH2:14][CH2:13]1.[C:25]1([NH:31][C:32](=[O:48])[C:33]2[CH:38]=[CH:37][C:36](B3OC(C)(C)C(C)(C)O3)=[CH:35][CH:34]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[C:49](Cl)(=O)[CH:50]=C>>[C:18]([N:15]1[CH2:14][CH2:13][CH:12]([CH2:11][NH:10][C:7]2[C:2]([C:36]3[CH:37]=[CH:38][C:33]([C:32]([NH:31][C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)=[O:48])=[CH:34][CH:35]=3)=[C:3]([NH2:9])[N:4]=[CH:5][N:6]=2)[CH2:17][CH2:16]1)(=[O:20])[CH:49]=[CH2:50]

Participants

5

Reactant 4

HCID 13140Acryloyl chlorideHCID 7368171-Boc-4-(aminomethyl)piperidineHCID 242192625,6-Dichloro-pyrimidin-4-ylamineHCID 57415689N-Phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Product 1

HCID 86721813HCID 86721813, compound

Procedure

4-(4-(((1-acryloylpiperidin-4-yl)methyl)amino)-6-aminopyrimidin-5-yl)-N-phenylbenzamide was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 4-(aminomethyl)piperidine-1-carboxylate, N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide and acryloylchloride using methods B, C, D and F. HPLC: 99%. MS: m/z=457 [M+H]+.

Sources & evidence

ORD record
ord-7ac787fb13154e26a3ed866b6e35bd5a
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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