Acryloyl chloride → HCID 71474334, compound

HRID 1522145Notes

Reaction equation

HRID 1522145 reaction equation
Cl[C:2]1[C:3]([NH2:10])=[N:4][C:5]([CH3:9])=[N:6][C:7]=1Cl.[CH3:11][NH:12][CH2:13][CH:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22]C(C)(C)C)=O)[CH2:16][CH2:15]1.[O:27]([C:34]1[CH:39]=[CH:38][C:37](B(O)O)=[CH:36][CH:35]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.[C:43](Cl)(=O)[CH:44]=C>>[NH2:10][C:3]1[N:4]=[C:5]([CH3:9])[N:6]=[C:7]([N:12]([CH2:13][CH:14]2[CH2:15][CH2:16][N:17]([C:20](=[O:22])[CH:43]=[CH2:44])[CH2:18][CH2:19]2)[CH3:11])[C:2]=1[C:31]1[CH:32]=[CH:33][C:28]([O:27][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[CH:29][CH:30]=1

Participants

5

Reactant 4

HCID 13140Acryloyl chlorideHCID 27343774-Phenoxyphenylboronic acidHCID 21934652tert-Butyl 4-((methylamino)methyl)piperidine-1-carboxylateHCID 454805025,6-Dichloro-2-methylpyrimidin-4-amine

Product 1

HCID 71474334HCID 71474334, compound

Procedure

1-(4-(((6-amino-2-methyl-5-(4-phenoxyphenyl)pyrimidin-4-yl)(methyl)amino)methyl)piperidin-1-yl)prop-2-en-1-one was prepared from 5,6-dichloro-2-methylpyrimidin-4-amine, tert-butyl 4-((methylamino)methyl)piperidine-1-carboxylate, (4-phenoxyphenyl)boronic acid, and acryloyl chloride using methods B, C, D, and F. HPLC purity: 100%. MS: m/z=458 [M+H]+.

Sources & evidence

ORD record
ord-830e99db54c9433ba31f3913661d0b7a
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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