Methanol → tert-Butyl 4-(3-(methylsulfinyl)-1-(5-phenylpyrimidin-2-yl)-1H-indole-6-carbonyl)piperazine-1-carboxylate

HRID 630448Notes

Reaction equation

HRID 630448 reaction equation
[CH3:1][S:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([N:14]3[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]3)=[O:13])=[CH:9][CH:10]=2)[N:5]([C:27]2[N:32]=[CH:31][C:30]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[CH:29][N:28]=2)[CH:4]=1.C[OH:40]>ClCCl>[CH3:1][S:2]([C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([N:14]3[CH2:15][CH2:16][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:24])[CH3:25])=[O:21])[CH2:18][CH2:19]3)=[O:13])=[CH:9][CH:10]=2)[N:5]([C:27]2[N:28]=[CH:29][C:30]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[CH:31][N:32]=2)[CH:4]=1)=[O:40]

Participants

4

Reactant 2

HCID 887MethanolHCID 131735389tert-Butyl 4-(3-(methylthio)-1-(5-phenylpyrimidin-2-yl)-1H-indole-6-carbonyl)piperazine-1-carboxylate

Product 1

HCID 131735391tert-Butyl 4-(3-(methylsulfinyl)-1-(5-phenylpyrimidin-2-yl)-1H-indole-6-carbonyl)piperazine-1-carboxylateYield 54%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Obtained from 12c) (300 mg, 0.56 mmol) according to the general procedure 2. The preparative TLC was performed with 3% methanol in dichloromethane as eluent. White solid. Yield: 170 mg (54% yield).

Sources & evidence

ORD record
ord-ea8cef8b01c2428693e1d0e46ce09bfa
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

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