Acryloyl chloride → HCID 86721811, compound

HRID 1522219Notes

Reaction equation

HRID 1522219 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[CH2:16][CH2:15][N:14]([C:17]([O:19]C(C)(C)C)=O)[CH2:13]1.[C:24]1([NH:30][C:31](=[O:47])[C:32]2[CH:37]=[CH:36][C:35](B3OC(C)(C)C(C)(C)O3)=[CH:34][CH:33]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[C:48](Cl)(=O)[CH:49]=C>>[C:17]([N:14]1[CH2:15][CH2:16][CH:12]([CH2:11][NH:10][C:7]2[C:2]([C:35]3[CH:36]=[CH:37][C:32]([C:31]([NH:30][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[O:47])=[CH:33][CH:34]=3)=[C:3]([NH2:9])[N:4]=[CH:5][N:6]=2)[CH2:13]1)(=[O:19])[CH:48]=[CH2:49]

Participants

5

Reactant 4

HCID 13140Acryloyl chlorideHCID 2756485tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylateHCID 242192625,6-Dichloro-pyrimidin-4-ylamineHCID 57415689N-Phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Product 1

HCID 86721811HCID 86721811, compound

Procedure

4-(4-(((1-acryloylpyrrolidin-3-yl)methyl)amino)-6-aminopyrimidin-5-yl)-N-phenylbenzamide was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 3-(aminomethyl)pyrrolidine-1-carboxylate, N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, and acryloyl chloride using methods B, C, D, and F. HPLC: 100%. MS: m/z=443 [M+H]+.

Sources & evidence

ORD record
ord-481cc3982507496d899a02b879a7f9ba
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

Loading…