Cyclopropyl(2,2-difluoro-1,3-benzodioxol-5-yl)methanol → 3-[Cyclopropyl(2,2-difluoro-1,3-benzodioxol-5-yl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

HRID 561663Notes

Reaction equation

HRID 561663 reaction equation
[CH3:1][S:2][CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][CH:10]=[CH:9]2.[CH:13]1([CH:16]([C:18]2[CH:28]=[CH:27][C:21]3[O:22][C:23]([F:26])([F:25])[O:24][C:20]=3[CH:19]=2)O)[CH2:15][CH2:14]1.ClC1C=CC(C(C2CC2)C2C3C(=C(CSC)C=CC=3)NC=2)=CC=1>>[CH:13]1([CH:16]([C:18]2[CH:28]=[CH:27][C:21]3[O:22][C:23]([F:25])([F:26])[O:24][C:20]=3[CH:19]=2)[C:9]2[C:8]3[C:12](=[C:4]([CH2:3][S:2][CH3:1])[CH:5]=[CH:6][CH:7]=3)[NH:11][CH:10]=2)[CH2:14][CH2:15]1

Participants

4

Reactant 3

HCID 58392116Cyclopropyl(2,2-difluoro-1,3-benzodioxol-5-yl)methanolHCID 583921383-[(4-Chlorophenyl)(cyclopropyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 583921877-[(Methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583923293-[Cyclopropyl(2,2-difluoro-1,3-benzodioxol-5-yl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 500 mg (2.82 mmol) of the compound from Example 8A and 644 mg (2.82 mmol) of the compound from Example 157A in analogy to the synthesis of the compound from Example 227. A difference was that stirring at RT was for 45 min. 661 mg (60% of theory) of the target compound were obtained.

Workup

  1. custom661 mg (60% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-eee986084b0a4d77bd32c25c06ff5cbf
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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