Lithium Hydroxide → HCID 56840629, compound

HRID 1466765Notes

Reaction equation

HRID 1466765 reaction equation
C[O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([S:10][C:11]2[C:19]3[C:14](=[CH:15][C:16]([Cl:20])=[CH:17][CH:18]=3)[N:13]([CH3:21])[C:12]=2[CH3:22])[CH:5]=1.[Li+].[OH-]>CO.C1COCC1>[Cl:20][C:16]1[CH:15]=[C:14]2[C:19]([C:11]([S:10][C:6]3[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=3)[C:3]([OH:23])=[O:2])=[C:12]([CH3:22])[N:13]2[CH3:21])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 66764944HCID 66764944, compound

Product 1

HCID 56840629HCID 56840629, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

3-(6-Chloro-1,2-dimethyl-1H-indol-3-ylsulfanyl)-benzoic acid methyl ester (0.079 g, 0.23 mmol) was dissolved in MeOH:THF (1:1, 5 mL) and LiOH (2.30 mL, 1M aq., 2.3 mmol) was added. The reaction was stirred at room temperature overnight then submitted to aqueous workup procedure. Purification by preparatory HPLC (10-100% ACN in H2O) to yield the title compound.

Workup

  1. customPurification by preparatory HPLC (10-100% ACN in H2O)

Sources & evidence

ORD record
ord-7d21b8a73df1413796740d722001dd3c
Source dataset
uspto-grants-2015_04
Patent number
US09000025B2

Reaction notes

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