Hydrochloric Acid → HCID 45101536, compound

HRID 1663021Notes

Reaction equation

HRID 1663021 reaction equation
C([O:5][C:6](=[O:33])[CH2:7][N:8]1[C:16]2[CH2:15][CH2:14][CH:13]([N:17]([S:19]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)(=[O:21])=[O:20])[CH3:18])[CH2:12][C:11]=2[C:10]2[N:29]=[CH:30][CH:31]=[CH:32][C:9]1=2)(C)(C)C.CO.[OH-].[Na+].Cl>C1COCC1>[F:28][C:25]1[CH:26]=[CH:27][C:22]([S:19]([N:17]([CH3:18])[CH:13]2[CH2:14][CH2:15][C:16]3[N:8]([CH2:7][C:6]([OH:33])=[O:5])[C:9]4[CH:32]=[CH:31][CH:30]=[N:29][C:10]=4[C:11]=3[CH2:12]2)(=[O:20])=[O:21])=[CH:23][CH:24]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 67436034HCID 67436034, compound

Product 1

HCID 45101536HCID 45101536, compoundYield 10.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of {8-[(4-fluoro-benzenesulfonyl)-methyl-amino]-6,7,8,9-tetrahydro-pyrido[3,2-b]indol-5-yl}-acetic acid tert-butyl ester (43 mg, 0.9 mmol) was dissolved in THF (1 mL), MeOH (1 mL) and 1N NaOH (0.2 mL). After 24 hours, the reaction mixture was neutralized with 1N HCl and concentrated to afford 40 mg of {8-[(4-fluoro-benzenesulfonyl)-methyl-amino]-6,7,8,9-tetrahydro-pyrido[3,2-b]indol-5-yl}-acetic acid. Mass spectrometric data [M+H]+=418.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-6f30fb126f734539b85afd7bd60c945a
Source dataset
uspto-grants-2011_10
Patent number
US08034826B2

Reaction notes

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