2-Propylpyrrolidine → 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(5-{[methyl(propyl)amino]methyl}-3-thienyl)-1H-indole-7-carboxamide

HRID 562105Notes

Reaction equation

HRID 562105 reaction equation
[CH2:1]([N:3]([CH2:5][C:6]1[S:10][CH:9]=[C:8]([C:11]2[CH:12]=[C:13]3[C:17](=[C:18]([C:20]([NH2:22])=[O:21])[CH:19]=2)[NH:16][CH:15]=[C:14]3[CH:23]2[CH2:28][CH2:27][N:26]([S:29]([CH2:32][CH3:33])(=[O:31])=[O:30])[CH2:25][CH2:24]2)[CH:7]=1)[CH3:4])[CH3:2].[CH2:34](C1CCCN1)CC>>[CH2:32]([S:29]([N:26]1[CH2:27][CH2:28][CH:23]([C:14]2[C:13]3[C:17](=[C:18]([C:20]([NH2:22])=[O:21])[CH:19]=[C:11]([C:8]4[CH:7]=[C:6]([CH2:5][N:3]([CH3:4])[CH2:1][CH2:2][CH3:34])[S:10][CH:9]=4)[CH:12]=3)[NH:16][CH:15]=2)[CH2:24][CH2:25]1)(=[O:30])=[O:31])[CH3:33]

Participants

3

Reactant 2

HCID 37959612-PropylpyrrolidineHCID 160374805-(5-{[ethyl(methyl)amino]methyl}-3-thienyl)-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide

Product 1

HCID 160375703-[1-(ethylsulfonyl)-4-piperidinyl]-5-(5-{[methyl(propyl)amino]methyl}-3-thienyl)-1H-indole-7-carboxamideYield 63.7%

Procedure

The title compound was prepared according to the general procedure of 5-(5-{[ethyl(methyl)amino]methyl}-3-thienyl)-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide, substituting methyl(propyl)amine (73 mg, 1.0 mmol) for 2-propylpyrrolidine to afford 32.0 mg of the title compound (63.7%).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-e10d9b54ac5a4c1690c7614792f5b936
Source dataset
uspto-grants-2011_11
Patent number
US08063071B2

Reaction notes

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