3-Aminophenol → HCID 71473854, compound

HRID 1522271Notes

Reaction equation

HRID 1522271 reaction equation
Cl[C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[NH2:10][C:11]1[CH:12]=[C:13]([OH:17])[CH:14]=[CH:15][CH:16]=1.[CH3:18][S:19]([C:22]1[CH:23]=[C:24]([CH:40]=[CH:41][CH:42]=1)[CH2:25][N:26]1[CH:30]=[C:29](B2OC(C)(C)C(C)(C)O2)[CH:28]=[N:27]1)(=[O:21])=[O:20].[C:43](Cl)(=[O:46])[CH:44]=[CH2:45]>>[NH2:9][C:3]1[N:4]=[CH:5][N:6]=[C:7]([O:17][C:13]2[CH:12]=[C:11]([NH:10][C:43](=[O:46])[CH:44]=[CH2:45])[CH:16]=[CH:15][CH:14]=2)[C:2]=1[C:29]1[CH:28]=[N:27][N:26]([CH2:25][C:24]2[CH:40]=[CH:41][CH:42]=[C:22]([S:19]([CH3:18])(=[O:20])=[O:21])[CH:23]=2)[CH:30]=1

Participants

5

Reactant 4

HCID 115683-AminophenolHCID 13140Acryloyl chlorideHCID 242192625,6-Dichloro-pyrimidin-4-ylamineHCID 71092783HCID 71092783, compound

Product 1

HCID 71473854HCID 71473854, compound

Procedure

N-(3-((6-amino-5-(1-(3-(methylsulfonyl)benzyl)-1H-pyrazol-4-yl)pyrimidin-4-yl)oxy)phenyl)acrylamide was prepared from 5,6-dichloropyrimidin-4-amine, 3-aminophenol, 1-(3-(methylsulfonyl)benzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, and acryloyl chloride using methods A, C, and F. HPLC: 83%. MS: m/z=456 [M+H]+.

Sources & evidence

ORD record
ord-26839f06d87a4c3da7d1b57aabc6abe0
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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