Oxalic Acid → HCID 86755142, compound

HRID 1387010Notes

Reaction equation

HRID 1387010 reaction equation
[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:43]=[CH:42][C:13]([C:14]([C:16]3[C:17]4[CH:38]=[CH:37][C:36]([C:39]([NH2:41])=[O:40])=[CH:35][C:18]=4[S:19][C:20]=3[C:21]3[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH2:29][N:30]4[CH2:34][CH2:33][CH2:32][CH2:31]4)=[CH:23][CH:22]=3)=[O:15])=[CH:12][CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:44]([OH:49])(=[O:48])[C:45]([OH:47])=[O:46]>CCOC(C)=O>[C:44]([OH:49])(=[O:48])[C:45]([OH:47])=[O:46].[C:44]([OH:49])(=[O:48])[C:45]([OH:47])=[O:46].[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:43]=[CH:42][C:13]([C:14]([C:16]3[C:17]4[CH:38]=[CH:37][C:36]([C:39]([NH2:41])=[O:40])=[CH:35][C:18]=4[S:19][C:20]=3[C:21]3[CH:22]=[CH:23][C:24]([O:27][CH2:28][CH2:29][N:30]4[CH2:34][CH2:33][CH2:32][CH2:31]4)=[CH:25][CH:26]=3)=[O:15])=[CH:12][CH:11]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 10531590HCID 10531590, compound

Product 1

HCID 86755142HCID 86755142, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of 3-[4-[2-(1-piperidinyl)ethoxy]benzoyl]-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene-6-carboxamide (Part E) (131 mg, 0.219 mmol) in EtOAc (8 mL) was treated with a solution of oxalic acid (49.3 mg, 0.548 mmol) in EtOAc (8 mL) to form a white suspension. After filtration and drying, 135 mg (79%) of the title compound was obtained as a white solid.

Workup

  1. customto form a white suspension
  2. filtrationAfter filtration
  3. customdrying

Sources & evidence

ORD record
ord-5760d15e20a243f78b6fb358ac395da7
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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