Water → HCID 87158550, compound

HRID 2206915Notes

Reaction equation

HRID 2206915 reaction equation
[F:1][C:2]([F:37])([F:36])[C:3]1[CH:4]=[C:5]([C:13]2([C:32]([F:35])([F:34])[F:33])[CH2:17][CH2:16][N:15]([C:18]3[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[C:21]([C:22]([O:24]C)=[O:23])=[CH:20][N:19]=3)[CH2:14]2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[OH-].[Na+].O>C(O)C>[F:12][C:9]([F:10])([F:11])[C:7]1[CH:6]=[C:5]([C:13]2([C:32]([F:33])([F:34])[F:35])[CH2:17][CH2:16][N:15]([C:18]3[CH:27]=[C:26]([C:28]([F:29])([F:30])[F:31])[C:21]([C:22]([OH:24])=[O:23])=[CH:20][N:19]=3)[CH2:14]2)[CH:4]=[C:3]([C:2]([F:37])([F:36])[F:1])[CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 87158454Methyl 6-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)-pyrrolidin-1-yl}-4-(trifluoromethyl)nicotinate

Product 1

HCID 87158550HCID 87158550, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 6-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-4-(trifluoro-methyl)nicotinate (1.21 g), sodium hydroxide (0.26 g) and water (5 ml) were added to ethanol (40 ml) and stirred at room temperature for 1 day. The solvent was distilled off under reduced pressure, diluted hydrochloric acid and t-butyl methyl ether were added and then extracted. The target compound (1.11 g) was obtained by concentration under reduced pressure.

Workup

  1. distillationThe solvent was distilled off under reduced pressure, diluted hydrochloric acid and t-butyl methyl ether
  2. additionwere added
  3. extractionextracted

Sources & evidence

ORD record
ord-7ad7b739e0a6400f9b5b6ff95fcc2d71
Source dataset
uspto-grants-2016_06
Patent number
US09375000B2

Reaction notes

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