Acryloyl chloride → HCID 86721753, compound

HRID 1522129Notes

Reaction equation

HRID 1522129 reaction equation
Br[C:2]1[C:3](Cl)=[N:4][C:5]([NH2:8])=[N:6][CH:7]=1.[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.[O:25]([C:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][CH:33]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[C:41](Cl)(=O)[CH:42]=C>>[NH2:8][C:5]1[N:4]=[C:3]([NH:10][CH2:11][CH:12]2[CH2:13][CH2:14][N:15]([C:18](=[O:20])[CH:41]=[CH2:42])[CH2:16][CH2:17]2)[C:2]([C:29]2[CH:30]=[CH:31][C:26]([O:25][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:27][CH:28]=2)=[CH:7][N:6]=1

Participants

5

Reactant 4

HCID 13140Acryloyl chlorideHCID 7368171-Boc-4-(aminomethyl)piperidineHCID 27343774-Phenoxyphenylboronic acidHCID 249038235-Bromo-4-chloropyrimidin-2-amine

Product 1

HCID 86721753HCID 86721753, compound

Procedure

1-(4-(((2-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)methyl)piperidin-1-yl)prop-2-en-1-one was prepared from 5-bromo-4-chloropyrimidin-2-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=430 [M+H]+.

Sources & evidence

ORD record
ord-4d2b7d998db543439fc6bc98b79b2161
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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