Acryloyl chloride → HCID 86721745, compound

HRID 1522111Notes

Reaction equation

HRID 1522111 reaction equation
Br[C:2]1[C:3](Cl)=[N:4][CH:5]=[N:6][CH:7]=1.[OH:9][CH2:10][CH:11]1[CH2:16][CH2:15][N:14]([C:17]([O:19]C(C)(C)C)=O)[CH2:13][CH2:12]1.[O:24]([C:31]1[CH:36]=[CH:35][C:34](B(O)O)=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[C:40](Cl)(=O)[CH:41]=C>>[O:24]([C:31]1[CH:36]=[CH:35][C:34]([C:2]2[C:3]([O:9][CH2:10][CH:11]3[CH2:12][CH2:13][N:14]([C:17](=[O:19])[CH:40]=[CH2:41])[CH2:15][CH2:16]3)=[N:4][CH:5]=[N:6][CH:7]=2)=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 4

HCID 13140Acryloyl chlorideHCID 27343774-Phenoxyphenylboronic acidHCID 2764081Tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylateHCID 122700785-Bromo-4-chloropyrimidine

Product 1

HCID 86721745HCID 86721745, compound

Procedure

1-(4-(((5-(4-phenoxyphenyl)pyrimidin-4-yl)oxy)methyl)piperidin-1-yl)prop-2-en-1-one was prepared from 5-bromo-4-chloropyrimidine, tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate, (4-phenoxyphenyl)boronic acid, and acryloyl chloride using methods A, C, D, and F. HPLC purity: 92%. MS: m/z=416 [M+H]+.

Sources & evidence

ORD record
ord-431c45f55fbb4139acd792ad7ed2d372
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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