Potassium Carbonate → HCID 22161789, compound

HRID 1088828Notes

Reaction equation

HRID 1088828 reaction equation
[F:1][C:2]1[C:29]([O:30][CH3:31])=[CH:28][C:5]2[N:6]=[C:7]([S:9][CH2:10][C:11]3[CH:12]=[CH:13][CH:14]=[C:15]4[C:20]=3[N:19]([CH2:21][CH3:22])[CH2:18][CH2:17][CH:16]4[CH2:23][O:24]C(=O)C)[NH:8][C:4]=2[CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[F:1][C:2]1[C:29]([O:30][CH3:31])=[CH:28][C:5]2[N:6]=[C:7]([S:9][CH2:10][C:11]3[CH:12]=[CH:13][CH:14]=[C:15]4[C:20]=3[N:19]([CH2:21][CH3:22])[CH2:18][CH2:17][CH:16]4[CH2:23][OH:24])[NH:8][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22161797HCID 22161797, compound

Product 1

HCID 22161789HCID 22161789, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 8-(5-fluoro-6-methoxy-2-benzimidazolyl)thiomethyl-1-ethyl-4-acetyloxymethyl-1,2,3,4-tetrahydroquinoline (2.55 g) in methanol (20 ml) was added a saturated aqueous solution of potassium carbonate (10 ml) and the mixture was stirred for 1 hour at room temperature. The reaction mixture was extracted with dichloromethane and dried. The solvent was distilled off to give 8-(5-fluoro-6-methoxy-2-benzimidazolyl)thiomethyl-1-ethyl-4-hydroxymethyl-1,2,3,4-tetrahydroquinoline (1.74 g).

Workup

  1. extractionThe reaction mixture was extracted with dichloromethane
  2. customdried
  3. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-86127e8a48cd4bbbbdfa1d990e502e32
Source dataset
uspto-grants-1990_10
Patent number
US04963566

Reaction notes

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