Sodium Methoxide → (4-{3-[2,6-bis(trifluoromethyl)pyridin-4-yl]-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl}-2-bromophenyl)methanol

HRID 1958631Notes

Reaction equation

HRID 1958631 reaction equation
C([O:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH2:13][C:14]([C:21]3[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[N:24]=[C:23]([C:31]([F:34])([F:33])[F:32])[CH:22]=3)([C:17]([F:20])([F:19])[F:18])[CH2:15][N:16]=2)=[CH:8][C:7]=1[Br:35])(=O)C.C[O-].[Na+]>CO.C(OC)(C)(C)C>[F:34][C:31]([F:32])([F:33])[C:23]1[CH:22]=[C:21]([C:14]2([C:17]([F:18])([F:19])[F:20])[CH2:13][C:12]([C:9]3[CH:10]=[CH:11][C:6]([CH2:5][OH:4])=[C:7]([Br:35])[CH:8]=3)=[N:16][CH2:15]2)[CH:26]=[C:25]([C:27]([F:28])([F:29])[F:30])[N:24]=1

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 866646224-{3-[2,6-bis(trifluoromethyl)pyridin-4-yl]-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl}-2-bromobenzyl acetate

Product 1

HCID 86664623(4-{3-[2,6-bis(trifluoromethyl)pyridin-4-yl]-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl}-2-bromophenyl)methanol

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 15413tert-Butyl methyl etherSolvent

Procedure

4-{3-[2,6-bis(trifluoromethyl)pyridin-4-yl]-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl}-2-bromobenzyl acetate (0.5 g) and Sodium methoxide (0.005 g) in MeOH (10 ml) were stirred at room temperature for 30 minutes. The mixture was diluted with t-BuOMe, and washed with brine, and the organic layer was dried over MgSO4. After the solvent was evaporated under reduced pressure, the targeted product was obtained (0.4 g).

Workup

  1. washwashed with brine
  2. dry with materialthe organic layer was dried over MgSO4
  3. customAfter the solvent was evaporated under reduced pressure
  4. customthe targeted product was obtained (0.4 g)

Sources & evidence

ORD record
ord-6ae48798a2a7471e8fa238b4de8a74cf
Source dataset
uspto-grants-2013_04
Patent number
US08410141B2

Reaction notes

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