Tetrahydrofuran → HCID 23663891, compound

HRID 1167961Notes

Reaction equation

HRID 1167961 reaction equation
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:18]=[CH:17][C:16]([C:19]3[S:23][C:22]4[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=4[C:20]=3[CH2:28][C:29]3[CH:34]=[CH:33][C:32]([O:35][CH2:36][CH2:37][N:38]4[CH2:42][CH2:41][CH2:40][CH2:39]4)=[CH:31][CH:30]=3)=[CH:15][C:10]=2[C:11]([O:13]C)=[O:12])[CH2:5][CH2:4][CH2:3][CH2:2]1.C1COCC1.[OH-].[Na+:49]>CO>[Na+:49].[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:18]=[CH:17][C:16]([C:19]3[S:23][C:22]4[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=4[C:20]=3[CH2:28][C:29]3[CH:30]=[CH:31][C:32]([O:35][CH2:36][CH2:37][N:38]4[CH2:39][CH2:40][CH2:41][CH2:42]4)=[CH:33][CH:34]=3)=[CH:15][C:10]=2[C:11]([O-:13])=[O:12])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 11204060HCID 11204060, compound

Product 1

HCID 23663891HCID 23663891, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared in 81% yield from methyl 2-[2-(1-pyrrolidinyl)ethoxy]-5-[3-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophen-2-yl]benzoate (Part C) by saponification of a stirred solution (about 10% w/v) in 1:1 THF:MeOH with 1 N NaOH (1 equivalent) at room temperature (about 22 h). The reaction mixture was evaporated under reduced pressure and dried in a vacuum oven over P2O5 to provide the acid salt.

Workup

  1. customat room temperature
  2. custom(about 22 h)
  3. customThe reaction mixture was evaporated under reduced pressure
  4. dry with materialdried in a vacuum oven over P2O5
  5. customto provide the acid salt

Sources & evidence

ORD record
ord-6ba743ea9e4c475c8914dd254f09830f
Source dataset
uspto-grants-2003_09
Patent number
US06620837B1

Reaction notes

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