2,3-Dihydro-6-(3-dimethylaminopropyl)-5-ethoxy-1H-indole → 1-(4'-Acetamidomethyl-2'-methylbiphenyl-4-carbonyl)-2,3-dihydro-6-(3-dimethylaminopropyl)-5-ethoxy-1H-indole

HRID 399280Notes

Reaction equation

HRID 399280 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18](OC)=[O:19])=[CH:14][CH:13]=2)=[C:8]([CH3:22])[CH:7]=1)(=[O:3])[CH3:2].[CH3:23][N:24]([CH3:40])[CH2:25][CH2:26][CH2:27][C:28]1[CH:36]=[C:35]2[C:31]([CH2:32][CH2:33][NH:34]2)=[CH:30][C:29]=1[O:37][CH2:38][CH3:39]>>[C:1]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:13]=[CH:14][C:15]([C:18]([N:34]3[C:35]4[C:31](=[CH:30][C:29]([O:37][CH2:38][CH3:39])=[C:28]([CH2:27][CH2:26][CH2:25][N:24]([CH3:40])[CH3:23])[CH:36]=4)[CH2:32][CH2:33]3)=[O:19])=[CH:16][CH:17]=2)=[C:8]([CH3:22])[CH:7]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 189704902,3-Dihydro-6-(3-dimethylaminopropyl)-5-ethoxy-1H-indoleHCID 21833765Methyl 4'-acetamidomethyl-2'-methylbiphenyl-4-carboxylate

Product 1

HCID 189704831-(4'-Acetamidomethyl-2'-methylbiphenyl-4-carbonyl)-2,3-dihydro-6-(3-dimethylaminopropyl)-5-ethoxy-1H-indole

Procedure

The title compound was prepared from methyl 4'-acetamidomethyl-2'-methylbiphenyl-4-carboxylate (D2) and 2,3-dihydro-6-(3-dimethylamino propyl)-5-ethoxy-1H-indole (D29) using a similar procedure to Example 1 (18%). The hydrochloride salt was obtained as a cream coloured solid mp 120°-123° C.

Sources & evidence

ORD record
ord-978524462a714e89ac5debca548ed5f5
Source dataset
uspto-grants-1998_10
Patent number
US05817833

Reaction notes

Loading…