Oxalic Acid → HCID 86757212, compound

HRID 1387014Notes

Reaction equation

HRID 1387014 reaction equation
[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]3[C:18]4[CH:39]=[CH:38][C:37]([CH2:40][NH2:41])=[CH:36][C:19]=4[S:20][C:21]=3[C:22]3[CH:27]=[CH:26][C:25]([O:28][CH2:29][CH2:30][N:31]4[CH2:35][CH2:34][CH2:33][CH2:32]4)=[CH:24][CH:23]=3)=[CH:12][CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:42]([OH:47])(=[O:46])[C:43]([OH:45])=[O:44].CC[O:50]CC>C(OCC)(=O)C>[C:42]([OH:47])(=[O:46])[C:43]([OH:45])=[O:44].[C:42]([OH:47])(=[O:46])[C:43]([OH:45])=[O:44].[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]3[C:18]4[CH:39]=[CH:38][C:37]([C:40](=[O:50])[NH2:41])=[CH:36][C:19]=4[S:20][C:21]=3[C:22]3[CH:27]=[CH:26][C:25]([O:28][CH2:29][CH2:30][N:31]4[CH2:32][CH2:33][CH2:34][CH2:35]4)=[CH:24][CH:23]=3)=[CH:12][CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 971Oxalic AcidHCID 3283Diethyl EtherHCID 11801169HCID 11801169, compound

Product 1

HCID 86757212HCID 86757212, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

3-[[4-[2-(1-Piperidinyl)ethoxy]phenyl]methyl]-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene-6-methanamine (Part C) was dissolved in 50 mL of ethyl acetate and added to a solution of 100 mg of oxalic acid in 30 mL of ethyl acetate. After adding 10 mL of ether to the solution, the precipitate was filtered to give 1.05 g (99%) of a white solid.

Workup

  1. filtrationthe precipitate was filtered

Sources & evidence

ORD record
ord-27613f84c52043ff950f7e550676553d
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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