Acryloyl chloride → HCID 71474283, compound

HRID 1522138Notes

Reaction equation

HRID 1522138 reaction equation
Cl[C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[NH2:10][CH2:11][C:12]1([OH:25])[CH2:17][CH2:16][N:15]([C:18]([O:20]C(C)(C)C)=O)[CH2:14][CH2:13]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>>[NH2:9][C:3]1[N:4]=[CH:5][N:6]=[C:7]([NH:10][CH2:11][C:12]2([OH:25])[CH2:13][CH2:14][N:15]([C:18](=[O:20])[CH:42]=[CH2:43])[CH2:16][CH2:17]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 27343774-Phenoxyphenylboronic acidHCID 23396319tert-Butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylateHCID 242192625,6-Dichloro-pyrimidin-4-ylamine

Product 1

HCID 71474283HCID 71474283, compound

Procedure

1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)methyl)-4-hydroxypiperidin-1-yl)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate, (4-phenoxyphenyl)boronic acid, and acryloyl chloride using methods B, C, D, and F. HPLC purity: 100%. MS: m/z=446 [M+H]+.

Sources & evidence

ORD record
ord-24531e029aca422a963ccfaf313464fd
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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