2-Chloro-4-(trifluoromethyl)phenol → HCID 57964897, compound

HRID 1931661Notes

Reaction equation

HRID 1931661 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3=[N:19][CH:20]=[N:21][C:22](Cl)=[C:17]3[CH:16]=[N:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:24][C:25]1[CH:26]=[C:27]([C:32]([F:35])([F:34])[F:33])[CH:28]=[CH:29][C:30]=1[OH:31]>CN(C)C=O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3=[N:19][CH:20]=[N:21][C:22]([O:31][C:30]4[CH:29]=[CH:28][C:27]([C:32]([F:33])([F:34])[F:35])=[CH:26][C:25]=4[Cl:24])=[C:17]3[CH:16]=[N:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

4

Reactant 2

HCID 27366032-Chloro-4-(trifluoromethyl)phenolHCID 57964905Tert-butyl 4-(4-chloro-1H-pyrazolo[3,4-D]pyrimidin-1-YL)piperidine-1-carboxylate2×

Product 1

HCID 57964897HCID 57964897, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-[4-(2-Chloro-4-trifluoromethyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester was prepared according to General Procedure B by the reaction of 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 19) with 3-chloro-4-hydroxybenzotrifluoride (available from Oakwood Products, Inc., West Columbia, S.C., USA) in dimethylformamide. 1H NMR (400 MHz, DMSO-d6) δ 1.43 (s, 9H), 1.99-2.08 (m, 4H), 2.98-3.07 (m, 2H), 4.08-4.11 (m, 2H), 5.00-5.05 (m, 1H), 7.78-7.80 (m, 1H), 7.89-7.91 (m, 1H), 8.15 (s, 1H), 8.49 (s, 1H), 8.55 (s, 1H). Mass spectrum MH+=498.

Sources & evidence

ORD record
ord-bd48f9f2b0eb4899a69fbea95fe10730
Source dataset
uspto-grants-2012_05
Patent number
US08188098B2

Reaction notes

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