tert-Butyl 3-[1-(4-chlorophenyl)-3-ethoxy-3-oxopropyl]-7-[(methylsulfanyl)methyl]-1H-indole-1-carboxylate → tert-Butyl 3-[1-(4-chlorophenyl)-3-ethoxy-2-methyl-3-oxopropyl]-7-[(methylsulfanyl)methyl]-1H-indole-1-carboxylate

HRID 561393Notes

Reaction equation

HRID 561393 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:15]2[C:23]3[C:18](=[C:19]([CH2:24][S:25][CH3:26])[CH:20]=[CH:21][CH:22]=3)[N:17]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH:16]=2)[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.[CH2:34](OC(=O)C(C)C(C1C2C(=C(CSC)C=CC=2)N(C(OC(C)(C)C)=O)C=1)C1C=CC(C(F)(F)F)=CC=1)C>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:15]2[C:23]3[C:18](=[C:19]([CH2:24][S:25][CH3:26])[CH:20]=[CH:21][CH:22]=3)[N:17]([C:27]([O:29][C:30]([CH3:32])([CH3:31])[CH3:33])=[O:28])[CH:16]=2)[CH:9]([CH3:34])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 58392383tert-Butyl 3-[1-(4-chlorophenyl)-3-ethoxy-3-oxopropyl]-7-[(methylsulfanyl)methyl]-1H-indole-1-carboxylateHCID 58392421tert-Butyl 3-{3-ethoxy-2-methyl-3-oxo-1-[4-(trifluoromethyl)phenyl]propyl}-7-[(methylsulfanyl)methyl]-1H-indole-1-carboxylate

Product 1

HCID 58392107tert-Butyl 3-[1-(4-chlorophenyl)-3-ethoxy-2-methyl-3-oxopropyl]-7-[(methylsulfanyl)methyl]-1H-indole-1-carboxylate

Procedure

The title compound was prepared starting from 1.62 g (91% purity, 3.01 mmol) of the compound from Example 30A in analogy to the synthesis of the compound from Example 27A. 0.89 g (59% of theory) of the title compound was obtained as mixture of diastereomers.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-2346f0fd7a3d457bb038bb5afcec3b7b
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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