Acryloyl chloride → HCID 86721757, compound

HRID 1522137Notes

Reaction equation

HRID 1522137 reaction equation
Cl[C:2]1[C:3]([NH2:10])=[N:4][C:5]([CH3:9])=[N:6][C:7]=1Cl.[NH2:11][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>>[NH2:10][C:3]1[N:4]=[C:5]([CH3:9])[N:6]=[C:7]([NH: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 7368171-Boc-4-(aminomethyl)piperidineHCID 27343774-Phenoxyphenylboronic acidHCID 454805025,6-Dichloro-2-methylpyrimidin-4-amine

Product 1

HCID 86721757HCID 86721757, compound

Procedure

1-(4-(((6-amino-2-methyl-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)methyl)piperidin-1-yl)prop-2-en-1-one was prepared from 5,6-dichloro-2-methylpyrimidin-4-amine, tert-butyl 4-(aminomethyl)piperidine-1-carboxylate, (4-phenoxyphenyl)boronic acid, and acryloyl chloride using methods B, C, D, and F. HPLC purity: 100%. MS: m/z=444 [M+H]+.

Sources & evidence

ORD record
ord-bcc8433f614e4db28d5bcc67f442ec27
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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