N-Methylpropylamine → HCID 42628902, compound

HRID 562106Notes

Reaction equation

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

Participants

Reactant 2

HCID 12315N-Methylpropylamine

HCID 66722778HCID 66722778, compound

Product 1

HCID 42628902HCID 42628902, compoundYield 15.9%

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 ethyl(methyl)amine (59 mg, 1.0 mmol) for methyl(propyl)amine to afford 8.0 mg of the title compound (15.9%).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-875cdcce038a4fa2910b22da13815d33
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08063071B2

Reaction notes

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