Hydrochloric Acid → Benzoic Acid

HRID 2176044Notes

Reaction equation

HRID 2176044 reaction equation
C1(N(CC2C=C(C=CC=2)C(NC2SC3CCCCC=3C=2C(NC2C=CC(CC[C:37]3[CH:46]=[CH:45][C:40]([C:41]([O:43]C)=[O:42])=[CH:39][CH:38]=3)=CC=2)=O)=O)CCNCC(OCC)=O)CC1.[OH-].[Na+].CO.Cl>C1COCC1>[C:41]([OH:43])(=[O:42])[C:40]1[CH:45]=[CH:46][CH:37]=[CH:38][CH:39]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 90370146HCID 90370146, compound

Product 1

HCID 243Benzoic Acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 140 mg of methyl 4-{2-[4-({[2-({3-[(cyclopropyl {2-[(2-ethoxy-2-oxoethyl)amino]ethyl}amino)methyl]benzoyl}amino)-4,5,6,7-tetrahydro-1-benzothiophen-3-yl]carbonyl}amino)phenyl]ethyl}benzoate, 1.0 mL of a 1.0M aqueous sodium hydroxide solution, 1.0 mL of methanol, and 2.0 mL of THF was stirred overnight at room temperature. To the reaction mixture was added 1.0 mL of 1.0 M hydrochloric acid. The precipitated solid was collected by filtration, thereby obtaining 113 mg of 4-(2-{4-[({2-[(3-{[{2-[(carboxymethyl)amino]ethyl}(cyclopropyl)amino]methyl}benzoyl)amino]-4,5,6,7-tetrahydro-1-benzothiophen-3-yl}carbonyl)amino]phenyl)}ethyl)benzoic acid.

Workup

  1. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-4cead7e1b5464282890db97f21327a39
Source dataset
uspto-grants-2015_06
Patent number
US09062032B2

Reaction notes

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