Hydrochloric Acid → HCID 50943809, compound

HRID 1423282Notes

Reaction equation

HRID 1423282 reaction equation
[CH3:1][N:2]1[CH2:30][CH2:29][C:5]2[N:6]([CH2:14][CH:15]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[CH2:16][C:17]([O:19]CC)=[O:18])[C:7]3[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][C:12]=3[C:4]=2[CH2:3]1.[OH-].[Na+].Cl>CO>[CH3:1][N:2]1[CH2:30][CH2:29][C:5]2[N:6]([CH2:14][CH:15]([C:22]3[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=3)[CH2:16][C:17]([OH:19])=[O:18])[C:7]3[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][C:12]=3[C:4]=2[CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 50943808HCID 50943808, compound

Product 1

HCID 50943809HCID 50943809, compoundYield 54.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

Ethyl 4-(2,8-dimethyl-3,4-dihydro-1H-pyrido[4,3-b]indol-5(2H)-yl)-3-(4-fluorophenyl)butanoate (100 mg, 0.24 mmol) was dissolved in 10 mL of MeOH. To this solution was added 1N NaOH (5 mL). The reaction mixture was heated in an oil bath at a temperature of 50° C. overnight. The reaction mixture was cooled to RT, acidified with 1M HCl and evaporated to dryness. The residue was purified by HPLC to obtain 50 mg of product as the TFA salt.

Workup

  1. temperatureThe reaction mixture was cooled to RT
  2. customevaporated to dryness
  3. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-0da8d4f77cb84a89bc1e13a85142ffc5
Source dataset
uspto-grants-2015_01
Patent number
US08927571B2

Reaction notes

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