3-[1-Cyclopropyl-1-(4-fluorophenyl)ethyl]-7-[(methylsulfanyl)methyl]-1H-indole → 3-[1-Cyclopropyl-1-(4-fluorophenyl)ethyl]-7-[(methylsulfinyl)methyl]-1H-indole

HRID 561591Notes

Reaction equation

HRID 561591 reaction equation
[CH:1]1([C:4]([C:13]2[C:21]3[C:16](=[C:17]([CH2:22][S:23][CH3:24])[CH:18]=[CH:19][CH:20]=3)[NH:15][CH:14]=2)([C:6]2[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=2)[CH3:5])[CH2:3][CH2:2]1.CC(C(C1C2C(=C(CS(C)=[O:52])C=CC=2)NC=1)C1C=CC(C(F)(F)F)=CC=1)CC#N>>[CH:1]1([C:4]([C:13]2[C:21]3[C:16](=[C:17]([CH2:22][S:23]([CH3:24])=[O:52])[CH:18]=[CH:19][CH:20]=3)[NH:15][CH:14]=2)([C:6]2[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=2)[CH3:5])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 583921063-[1-Cyclopropyl-1-(4-fluorophenyl)ethyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 583923243-Methyl-4-{7-[(methylsulfinyl)methyl]-1H-indol-3-yl}-4-[4-(trifluoromethyl)phenyl]butanonitrile

Product 1

HCID 583924033-[1-Cyclopropyl-1-(4-fluorophenyl)ethyl]-7-[(methylsulfinyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 273 mg (0.81 mmol) of the compound from Example 95 in analogy to the synthesis of the compound from Example 91. 213 mg (73% of theory) of the target compound were obtained as mixture of diastereomers.

Workup

  1. custom213 mg (73% of theory) of the target compound were obtained as mixture of diastereomers

Sources & evidence

ORD record
ord-a021fd503a284d24b51b4562f4dc2028
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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