Acryloyl chloride → HCID 86721812, compound

HRID 1522220Notes

Reaction equation

HRID 1522220 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.[CH2:24]([O:31][C:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][CH:33]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[C:41](Cl)(=O)[CH:42]=C>>[NH2:9][C:3]1[N:4]=[CH:5][N:6]=[C:7]([NH:10][CH2:11][CH:12]2[CH2:16][CH2:15][N:14]([C:17](=[O:19])[CH:41]=[CH2:42])[CH2:13]2)[C:2]=1[C:35]1[CH:36]=[CH:37][C:32]([O:31][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:33][CH:34]=1

Participants

5

Reactant 4

HCID 13140Acryloyl chlorideHCID 27343144-Benzyloxy-phenylboronic acidHCID 2756485tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylateHCID 242192625,6-Dichloro-pyrimidin-4-ylamine

Product 1

HCID 86721812HCID 86721812, compound

Procedure

1-(3-(((6-amino-5-(4-(benzyloxy)phenyl)pyrimidin-4-yl)amino)methyl)pyrrolidin-1-yl)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 3-(aminomethyl)pyrrolidine-1-carboxylate, (4-(benzyloxy)phenyl)boronic acid, and acryloyl chloride using methods B, C, D, and F. HPLC: 97%. MS: m/z=430 [M+H]+.

Sources & evidence

ORD record
ord-a9a34bfaf1884956b037e3ab58ba4123
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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