Methanol → HCID 88231919, compound

HRID 1595047Notes

Reaction equation

HRID 1595047 reaction equation
[OH-].[Na+:2].C(O)(=O)C(O)=O.[CH:9]([C:11]1[CH:24]=[C:23]([C:25]2[S:29][C:28]3[CH:30]=[CH:31][CH:32]=[CH:33][C:27]=3[C:26]=2[CH2:34][C:35]2[CH:40]=[CH:39][C:38]([O:41][CH2:42][CH2:43][N:44]3[CH2:48][CH2:47][CH2:46][CH2:45]3)=[CH:37][CH:36]=2)[CH:22]=[CH:21][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][C:17]([O:19]C)=[O:18])=[O:10].CO>C1COCC1>[Na+:2].[CH:9]([C:11]1[CH:24]=[C:23]([C:25]2[S:29][C:28]3[CH:30]=[CH:31][CH:32]=[CH:33][C:27]=3[C:26]=2[CH2:34][C:35]2[CH:36]=[CH:37][C:38]([O:41][CH2:42][CH2:43][N:44]3[CH2:45][CH2:46][CH2:47][CH2:48]3)=[CH:39][CH:40]=2)[CH:22]=[CH:21][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][C:17]([O-:19])=[O:18])=[O:10]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 21706347HCID 21706347, compound

Product 1

HCID 88231919HCID 88231919, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared by adding 179 μL (0.179 mmol) of 1 N NaOH to a solution of 100 mg (0.179 mmol) methyl 4-[2-formyl-[3-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophen-2-yl]phenoxy]]butyrate (Example 19, Part B) dissolved in 1.0 mL of 1:1 THF:MeOH mixture. The solution was stirred at room temperature for 22 h. The reaction mixture was then evaporated in vacuo and dried in a vacuum oven at 55° C. over P2O5 to yield the title compound (101.4 mg, 0.179 mmol, quantitative yield) as a light yellow solid.

Workup

  1. customThe title compound was prepared
  2. customThe reaction mixture was then evaporated in vacuo
  3. dry with materialdried in a vacuum oven at 55° C. over P2O5

Sources & evidence

ORD record
ord-aa9e6430cd994a31823bd4ff2a704577
Source dataset
uspto-grants-2001_09
Patent number
US06284756B1

Reaction notes

Loading…