Isobutylamine → HCID 66723326, compound

HRID 1806435Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH2:8]([S:10]([N:13]1[CH2:18][CH2:17][CH:16]([C:19]2[C:27]3[C:22](=[C:23]([C:41]([NH2:43])=[O:42])[CH:24]=[C:25]([C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([CH:34]([NH:36][CH2:37][CH:38](C)[CH3:39])[CH3:35])[CH:29]=4)[CH:26]=3)[NH:21][CH:20]=2)[CH2:15][CH2:14]1)(=[O:12])=[O:11])[CH3:9].[CH3:44]C(C)CN>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH:37]1([NH:36][CH:34]([C:30]2[CH:29]=[C:28]([C:25]3[CH:26]=[C:27]4[C:22](=[C:23]([C:41]([NH2:43])=[O:42])[CH:24]=3)[NH:21][CH:20]=[C:19]4[CH:16]3[CH2:17][CH2:18][N:13]([S:10]([CH2:8][CH3:9])(=[O:12])=[O:11])[CH2:14][CH2:15]3)[CH:33]=[CH:32][CH:31]=2)[CH3:35])[CH2:38][CH2:39][CH2:44]1

Participants

Reactant 2

HCID 6558Isobutylamine

HCID 66723104HCID 66723104, compound

Product 1

HCID 66723326HCID 66723326, compoundYield 70.8%

Procedure

The title compound was prepared according to the general procedure of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(3-{1-[(2-methylpropyl)amino]ethyl}phenyl)-1H-indole-7-carboxamide trifluoroacetate, substituting cyclobutylamine (101 mg, 1.98 mmol) for (2-methylpropyl)amine to afford 29.1 mg of the title compound (70.8%).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-02d8d66a064d43c9a39300c66de7e7ad
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08354406B2

Reaction notes

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