Hydrochloric Acid → (+/-)-cyclopentyl(3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenyl)methanamine hydrochloride

HRID 537570Notes

Reaction equation

HRID 537570 reaction equation
[CH:1]1([CH:6]([C:14]2[CH:19]=[C:18]([CH3:20])[C:17]([N:21]3[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:23]=[N:22]3)=[C:16]([CH3:30])[CH:15]=2)[NH:7]S(C(C)(C)C)=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:31]>CO>[ClH:31].[CH:1]1([CH:6]([C:14]2[CH:15]=[C:16]([CH3:30])[C:17]([N:21]3[CH:25]=[C:24]([C:26]([F:28])([F:29])[F:27])[CH:23]=[N:22]3)=[C:18]([CH3:20])[CH:19]=2)[NH2:7])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68178656HCID 68178656, compound

Product 1

HCID 68279202(+/-)-cyclopentyl(3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenyl)methanamine hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (+/−)-N-(cyclopentyl(3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenyl)methyl)-2-methylpropane-2-sulfinamide (1.184 g, 2.680 mmol) in methanol (13.4 mL) was added hydrogen chloride (4 M in dioxane, 3.35 mL, 13.4 mmol) dropwise. The reaction was concentrated under reduced pressure to provide (+/−)-cyclopentyl(3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenyl)methanamine hydrochloride. 1H NMR (400 MHz, CD3OD, δ): 8.33 (s, 1H), 8.07 (s, 1H), 7.31 (s, 2H), 4.05 (d, J=10.6 Hz, 1H), 2.35-2.51 (m, 1H), 2.10-1.98 (m, 7H), 1.89-1.39 (m, 6H), 1.20-1.14 (m, 1H).

Workup

  1. concentrationThe reaction was concentrated under reduced pressure

Sources & evidence

ORD record
ord-ce544e605a944385a0c812817425fcad
Source dataset
uspto-grants-2014_10
Patent number
US08859591B2

Reaction notes

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