Isobutylamine → HCID 42628904, compound

HRID 1806467Notes

Reaction equation

F[C:2](F)(F)C(O)=O.[CH2:8]([S:10]([N:13]1[CH2:18][CH2:17][CH:16]([C:19]2[C:27]3[C:22](=[C:23]([C:39]([NH2:41])=[O:40])[CH:24]=[C:25]([C:28]4[N:29]=[C:30]([CH2:33][NH:34][CH2:35][CH:36](C)[CH3:37])[S:31][CH:32]=4)[CH:26]=3)[NH:21][CH:20]=2)[CH2:15][CH2:14]1)(=[O:12])=[O:11])[CH3:9].CC(C)CN>>[CH2:8]([S:10]([N:13]1[CH2:18][CH2:17][CH:16]([C:19]2[C:27]3[C:22](=[C:23]([C:39]([NH2:41])=[O:40])[CH:24]=[C:25]([C:28]4[N:29]=[C:30]([CH2:33][N:34]5[CH2:2][CH2:37][CH2:36][CH2:35]5)[S:31][CH:32]=4)[CH:26]=3)[NH:21][CH:20]=2)[CH2:15][CH2:14]1)(=[O:11])=[O:12])[CH3:9]

Participants

Reactant 2

HCID 6558Isobutylamine

HCID 66723627HCID 66723627, compound

Product 1

HCID 42628904HCID 42628904, compoundYield 50%

Procedure

The title compound was prepared according to the general procedure of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(2-{[(2-methylpropyl)amino]methyl}-1,3-thiazol-4-yl)-1H-indole-7-carboxamide trifluoroacetate, substituting pyrrolidine (74 mg, 0.3 mmol) for 2-methyl-1-propanamine to afford 6.3 mg of the title compound (50%)

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-da2c66223c9441fd871457883160d0f7
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08354406B2

Reaction notes

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