4-(5-Hydroxymethyl-3-trifluoromethyl-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester → (6-Piperazin-1-yl-5-trifluoromethyl-pyridin-3-yl)-methanol

HRID 912974Notes

Reaction equation

HRID 912974 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([C:20]([F:23])([F:22])[F:21])=[CH:18][C:17]([CH2:24][OH:25])=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>C(O)(C(F)(F)F)=O>[N:11]1([C:14]2[N:15]=[CH:16][C:17]([CH2:24][OH:25])=[CH:18][C:19]=2[C:20]([F:23])([F:21])[F:22])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

3

Reactant 1

HCID 674012134-(5-Hydroxymethyl-3-trifluoromethyl-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 67401808(6-Piperazin-1-yl-5-trifluoromethyl-pyridin-3-yl)-methanol

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

4-(5-Hydroxymethyl-3-trifluoromethyl-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester from step (d) above (1.08 g, 3.0 mmol) reacted with TFA (10 mL, Aldrich) under the conditions of Example 183 g to give the title compound as a white solid. MS (ESI, pos. ion) m/e: 262 (M+1).

Sources & evidence

ORD record
ord-9ffbf3feedb04f20b600c609e951fa9b
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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