Lithium Hydroxide → 1-(2-Methylsulfanyl-ethyl)-isoquinoline-3-carboxylic acid

HRID 1845010Notes

Reaction equation

HRID 1845010 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[C:7]([CH2:15][CH2:16][S:17][CH3:18])[C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:4].[Li+].[OH-].C1COCC1>CO>[CH3:18][S:17][CH2:16][CH2:15][C:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:14]=[C:5]([C:3]([OH:4])=[O:2])[N:6]=1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 669404221-(2-Methylsulfanyl-ethyl)-isoquinoline-3-carboxylic acid methyl ester

Product 1

HCID 669404611-(2-Methylsulfanyl-ethyl)-isoquinoline-3-carboxylic acidYield 91.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-(2-methylsulfanyl-ethyl)-isoquinoline-3-carboxylic acid was prepared according to General Procedure B using 49 mg (0.187 mmol) of 1-(2-methylsulfanyl-ethyl)-isoquinoline-3-carboxylic acid methyl ester, 0.28 mL of 2 N aq. LiOH, 2 mL of THF and 0.5 mL of methanol stirring at room temperature for 1 h. 42.4 mg (91%) of 1-(2-methylsulfanyl-ethyl)-isoquinoline-3-carboxylic acid was obtained. LCMS: 248 (M+1)+.

Workup

  1. custom1-(2-methylsulfanyl-ethyl)-isoquinoline-3-carboxylic acid was prepared
  2. customat room temperature
  3. customfor 1 h

Sources & evidence

ORD record
ord-8f757288d07142bc86af2fcc9990292a
Source dataset
uspto-grants-2015_02
Patent number
US08946259B2

Reaction notes

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