Sodium borohydride → 4-(5-Hydroxymethyl-3-trifluoromethyl-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester
Reaction equation
[C:1]([O:5][C:6]([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]([CH:24]=[O:25])=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+]>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[C:19]([C:20]([F:23])([F:21])[F:22])=[CH:18][C:17]([CH2:24][OH:25])=[CH:16][N:15]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]Participants
3
Procedure
4-(5-Formyl-3-trifluoromethyl-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester from step (c) above (1.44 g, 4.0 mmol) reacted with NaBH4 (180 mg, 4.8 mmol, Aldrich) under the conditions of Example 183f to give the title compound as a gum. MS (ESI, pos. ion) m/e: 262 (M−Bu+1).
Sources & evidence
- ORD record
- ord-a29731f8dc1d4a2db1e353615ec57bff
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08026241B2
Reaction notes
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