Dimethylamine → HCID 66723392, compound

HRID 1806400Notes

Reaction equation

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

Participants

Reactant 2

HCID 674Dimethylamine

HCID 66722808HCID 66722808, compound

Product 1

HCID 66723392HCID 66723392, compoundYield 14.5%

Procedure

The title compound was prepared according to the general procedure of 5-{6-[ethyl(methyl)amino]-3-pyridinyl}-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide trifluoroacetate, substituting 2-propanamine (64.3 mg, 1 mmol) for dimethylamine to afford 9.8 mg of the title compound (14.5%).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-85b00858a8674deea912513760a83ccf
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08354406B2

Reaction notes

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