Ethyl 2-methyl-3-{7-[(methylsulfanyl)methyl]-1H-indol-3-yl}-3-[4-(trifluoromethyl)phenyl]propanoate → 2-Methyl-3-{7-[(methylsulfanyl)methyl]-1H-indol-3-yl}-3-[4-(trifluoromethyl)phenyl]propan-1-ol

HRID 561531Notes

Reaction equation

HRID 561531 reaction equation
[CH3:1][CH:2]([CH:8]([C:19]1[C:27]2[C:22](=[C:23]([CH2:28][S:29][CH3:30])[CH:24]=[CH:25][CH:26]=2)[NH:21][CH:20]=1)[C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=1)[C:3](OCC)=[O:4].BrC1SC(C(C2C3C(=C(CSC)C=CC=3)NC=2)CCO)=CN=1>>[CH3:1][CH:2]([CH:8]([C:19]1[C:27]2[C:22](=[C:23]([CH2:28][S:29][CH3:30])[CH:24]=[CH:25][CH:26]=2)[NH:21][CH:20]=1)[C:9]1[CH:10]=[CH:11][C:12]([C:15]([F:17])([F:18])[F:16])=[CH:13][CH:14]=1)[CH2:3][OH:4]

Participants

3

Reactant 2

HCID 58392300Ethyl 2-methyl-3-{7-[(methylsulfanyl)methyl]-1H-indol-3-yl}-3-[4-(trifluoromethyl)phenyl]propanoateHCID 583924633-(2-Bromo-1,3-thiazol-5-yl)-3-{7-[(methylsulfanyl)methyl]-1H-indol-3-yl}propan-1-ol

Product 1

HCID 583923102-Methyl-3-{7-[(methylsulfanyl)methyl]-1H-indol-3-yl}-3-[4-(trifluoromethyl)phenyl]propan-1-ol

Procedure

The title compound was prepared starting from 0.97 g (2.23 mmol) of the compound from Example 28A in analogy to the synthesis of the compound from Example 19. 0.66 g (75% of theory) of the title compound was obtained as mixture of diastereomers.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-6eab53b78e6b476484a53ebf6c451085
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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