3-(5,7-Difluoro-4-methyl-3,4-dihydro-2H-chromen-4-yl)-7-[(methylsulfanyl)methyl]-1H-indole → 3-(4-Cyclopropyl-5,7-difluoro-3,4-dihydro-2H-chromen-4-yl)-7-[(methylsulfanyl)methyl]-1H-indole

HRID 561644Notes

Reaction equation

HRID 561644 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([C:16]2(O)[C:25]3[C:20](=[CH:21][C:22]([F:27])=[CH:23][C:24]=3[F:26])[O:19][CH2:18][CH2:17]2)[CH2:15][CH2:14]1.FC1C=C(F)C=C2C=1C(C1C3C(=C(CSC)C=CC=3)NC=1)(C)CCO2>>[CH:13]1([C:16]2([C:9]3[C:8]4[C:12](=[C:4]([CH2:3][S:2][CH3:1])[CH:5]=[CH:6][CH:7]=4)[NH:11][CH:10]=3)[C:25]3[C:20](=[CH:21][C:22]([F:27])=[CH:23][C:24]=3[F:26])[O:19][CH2:18][CH2:17]2)[CH2:14][CH2:15]1

Participants

4

Reactant 3

HCID 583920983-(5,7-Difluoro-4-methyl-3,4-dihydro-2H-chromen-4-yl)-7-[(methylsulfanyl)methyl]-1H-indoleHCID 583921877-[(Methylsulfanyl)methyl]-1H-indoleHCID 583922924-Cyclopropyl-5,7-difluoro-3,4-dihydro-2H-chromen-4-ol

Product 1

HCID 583921713-(4-Cyclopropyl-5,7-difluoro-3,4-dihydro-2H-chromen-4-yl)-7-[(methylsulfanyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 450 mg (2.54 mmol) of the compound from Example 8A and 574 mg (2.54 mmol) of the compound from Example 172A in analogy to the synthesis of the compound from Example 193. 80 mg (8% of theory) of the target compound were obtained.

Workup

  1. custom80 mg (8% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-5aebe192bdfc467c843180fbde78fde3
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

Loading…