(R)-(-)-2-Amino-1-propanol → HCID 66722831, compound

HRID 1806506Notes

Reaction equation

HRID 1806506 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])CO)[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:44]([CH3:47])[CH2:45][OH:46]>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH2:8]([S:10]([N:13]1[CH2:14][CH2:15][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]([CH3:35])[CH2:36][C@H:39]5[CH2:47][CH2:44][CH2:45][O:46]5)[S:30][CH:29]=4)[CH:26]=3)[NH:21][CH:20]=2)[CH2:17][CH2:18]1)(=[O:11])=[O:12])[CH3:9]

Participants

3

Reactant 2

HCID 80308(R)-(-)-2-Amino-1-propanolHCID 66722888HCID 66722888, compound

Product 1

HCID 66722831HCID 66722831, compoundYield 35.1%

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 (salt), substituting [(2R)-tetrahydro-2-furanylmethyl]amine (1.20 mmol) for (2R)-2-amino-1-propanol to afford 15.5 mg of the title compound (35.1%)

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-47b8124256d148b79265a67cde8cc1eb
Source dataset
uspto-grants-2013_01
Patent number
US08354406B2

Reaction notes

Loading…