Dimethylamine → HCID 66723405, compound

HRID 1806387Notes

Reaction equation

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

Participants

Reactant 2

HCID 674Dimethylamine

HCID 66722773HCID 66722773, compound

Product 1

HCID 66723405HCID 66723405, compoundYield 33.5%

Procedure

The title compound was prepared according to the general procedure of 5-[2-(dimethylamino)-4-pyridinyl]-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide trifluoroacetate, substituting propylamine (1 mL) for dimethylamine to afford 18.2 mg of the title compound (33.5%).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-ea17587189ff44c8b223817abb653d58
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08354406B2

Reaction notes

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