N-Methylisobutylamine → HCID 66723181, compound

HRID 1806472Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[C:8]([C:10]1[CH:11]=[C:12]([C:22]2[CH:23]=[C:24]3[C:28](=[C:29]([C:31]([NH2:33])=[O:32])[CH:30]=2)[NH:27][CH:26]=[C:25]3[CH:34]2[CH2:39][CH2:38][N:37]([S:40]([CH2:43][CH3:44])(=[O:42])=[O:41])[CH2:36][CH2:35]2)[CH:13]=[C:14]([CH2:16][NH:17][CH2:18]C(C)C)[CH:15]=1)#[N:9].[CH3:45]NCC(C)C>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[C:8]([C:10]1[CH:11]=[C:12]([C:22]2[CH:23]=[C:24]3[C:28](=[C:29]([C:31]([NH2:33])=[O:32])[CH:30]=2)[NH:27][CH:26]=[C:25]3[CH:34]2[CH2:39][CH2:38][N:37]([S:40]([CH2:43][CH3:44])(=[O:42])=[O:41])[CH2:36][CH2:35]2)[CH:13]=[C:14]([CH2:16][N:17]([CH3:45])[CH3:18])[CH:15]=1)#[N:9]

Participants

Reactant 2

HCID 12249N-Methylisobutylamine

HCID 66723105HCID 66723105, compound

Product 1

HCID 66723181HCID 66723181, compoundYield 61%

Procedure

The title compound was prepared according to the general procedure of 5-(3-cyano-5-{[(2-methylpropyl)amino]methyl}phenyl)-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide trifluoroacetate, substituting trimethylamine (300 μL, 0.3 mmol) for methyl(2-methylpropyl)amine to afford 10.5 mg of the title compound (61%).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-408dd02cdb0340b6b3f6a856ee60a6e7
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08354406B2

Reaction notes

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