Acryloyl chloride → HCID 86721746, compound

HRID 1522120Notes

Reaction equation

HRID 1522120 reaction equation
Cl[C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[NH2:10][CH2:11][CH2:12][CH:13]1[CH2:18][CH2:17][N:16]([C:19]([O:21]C(C)(C)C)=O)[CH2:15][CH2:14]1.[O:26]([C:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.[C:42](Cl)(=O)[CH:43]=C>>[NH2:9][C:3]1[N:4]=[CH:5][N:6]=[C:7]([NH:10][CH2:11][CH2:12][CH:13]2[CH2:14][CH2:15][N:16]([C:19](=[O:21])[CH:42]=[CH2:43])[CH2:17][CH2:18]2)[C:2]=1[C:30]1[CH:31]=[CH:32][C:27]([O:26][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[CH:28][CH:29]=1

Participants

5

Reactant 4

HCID 13140Acryloyl chlorideHCID 1514258tert-Butyl 4-(2-aminoethyl)piperidine-1-carboxylateHCID 27343774-Phenoxyphenylboronic acidHCID 242192625,6-Dichloro-pyrimidin-4-ylamine

Product 1

HCID 86721746HCID 86721746, compound

Procedure

1-(4-(2-((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)ethyl)piperidin-1-yl)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 4-(2-aminoethyl)piperidine-1-carboxylate, (4-phenoxyphenyl)boronic acid, and acryloyl chloride using methods B, C, D, and F. HPLC purity: 98%. MS: m/z=444 [M+H]+.

Sources & evidence

ORD record
ord-4757a1670b614b37b64b58619d0fa792
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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