3-[(4-Chlorophenyl)(cyclopropyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole → 3-[Cyclopropyl(2,2-difluoro-1,3-benzodioxol-5-yl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole

HRID 561671Notes

Reaction equation

HRID 561671 reaction equation
[CH:1]1([CH:4]([C:17]2[CH:27]=[CH:26][C:20]3[O:21][C:22]([F:25])([F:24])[O:23][C:19]=3[CH:18]=2)[C:5]2[C:13]3[C:8](=[C:9]([CH2:14][S:15][CH3:16])[CH:10]=[CH:11][CH:12]=3)[NH:7][CH:6]=2)[CH2:3][CH2:2]1.ClC1C=CC(C(C2CC2)C2C3C(=C(CS(C)=[O:47])C=CC=3)NC=2)=CC=1>>[CH:1]1([CH:4]([C:17]2[CH:27]=[CH:26][C:20]3[O:21][C:22]([F:25])([F:24])[O:23][C:19]=3[CH:18]=2)[C:5]2[C:13]3[C:8](=[C:9]([CH2:14][S:15]([CH3:16])=[O:47])[CH:10]=[CH:11][CH:12]=3)[NH:7][CH:6]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 583922543-[(4-Chlorophenyl)(cyclopropyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indoleHCID 583923293-[Cyclopropyl(2,2-difluoro-1,3-benzodioxol-5-yl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583922843-[Cyclopropyl(2,2-difluoro-1,3-benzodioxol-5-yl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 100 mg (0.26 mmol) of the compound from Example 231 in analogy to the synthesis of the compound from Example 235. 92 mg (88% of theory) of the target compound were obtained as mixture of diastereomers.

Workup

  1. custom92 mg (88% of theory) of the target compound were obtained as mixture of diastereomers

Sources & evidence

ORD record
ord-f98ad73fb1914f86887cc4857a33f453
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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