L-Alaninol → HCID 66723169, compound

HRID 1806520Notes

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:40]([NH2:42])=[O:41])[CH:24]=[C:25]([C:28]4[CH:32]=[C:31]([CH2:33][N:34]([C@@H:36]([CH3:39])[CH2:37]O)[CH3:35])[S:30][CH:29]=4)[CH:26]=3)[NH:21][CH:20]=2)[CH2:15][CH2:14]1)(=[O:12])=[O:11])[CH3:9].N[C@@H](C)CO>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[O:11]=[S:10]1(=[O:12])[CH2:8][CH2:39][CH:36]([N:34]([CH2:33][C:31]2[S:30][CH:29]=[C:28]([C:25]3[CH:26]=[C:27]4[C:22](=[C:23]([C:40]([NH2:42])=[O:41])[CH:24]=3)[NH:21][CH:20]=[C:19]4[CH:16]3[CH2:15][CH2:14][N:13]([S:10]([CH2:8][CH3:9])(=[O:11])=[O:12])[CH2:18][CH2:17]3)[CH:32]=2)[CH3:35])[CH2:37]1

Participants

Reactant 2

HCID 80307L-Alaninol

HCID 66722888HCID 66722888, compound

Product 1

HCID 66723169HCID 66723169, compound

Procedure

The title compound was prepared according to the general procedure of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(5-{[[(1S)-2-hydroxy-1-methylethyl](methyl)amino]methyl}-3-thienyl)-1H-indole-7-carboxamide trifluoroacetate, substituting (1,1-dioxidotetrahydro-3-thienyl)amine (1.20 mmol) for (2S)-2-amino-1-propanol to afford 9.3 mg of the title compound.

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-6f0a95d19b5e41d399d6a633c8e82f3c
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08354406B2

Reaction notes

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