N-Methylpropylamine → HCID 42628903, compound

HRID 1806294Notes

Reaction equation

FC(F)(F)[C:3](O)=[O:4].[CH3:8][CH:9]([S:11]([N:14]1[CH2:19][CH2:18][CH:17]([C:20]2[C:28]3[C:23](=[C:24]([C:40]([NH2:42])=[O:41])[CH:25]=[C:26]([C:29]4[CH:33]=[C:32]([CH2:34][N:35]([CH3:39])[CH2:36][CH2:37]C)[S:31][CH:30]=4)[CH:27]=3)[NH:22][CH:21]=2)[CH2:16][CH2:15]1)(=[O:13])=[O:12])[CH3:10].CNCCC>>[CH3:10][CH:9]([S:11]([N:14]1[CH2:19][CH2:18][CH:17]([C:20]2[C:28]3[C:23](=[C:24]([C:40]([NH2:42])=[O:41])[CH:25]=[C:26]([C:29]4[CH:33]=[C:32]([CH2:34][N:35]([CH3:39])[CH2:36][CH2:37][O:4][CH3:3])[S:31][CH:30]=4)[CH:27]=3)[NH:22][CH:21]=2)[CH2:16][CH2:15]1)(=[O:13])=[O:12])[CH3:8]

Participants

Reactant 2

HCID 12315N-Methylpropylamine

HCID 66722778HCID 66722778, compound

Product 1

HCID 42628903HCID 42628903, compoundYield 69.4%

Procedure

The title compound was prepared according to the general procedure of 3-{1-[(1-methylethyl)sulfonyl]-4-piperidinyl}-5-(5-{[methyl(propyl)amino]methyl}-3-thienyl)-1H-indole-7-carboxamide trifluoroacetate, substituting methyl[2-(methyloxy)ethyl]amine (89 mg, 1.0 mmol) for methyl(propyl)amine to afford 37.0 mg of the title compound (69.4%).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-a2de4c7667024459b524e60035b4ec8a
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08354406B2

Reaction notes

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