(R)-(-)-2-Amino-1-propanol → HCID 66723414, compound

HRID 1806503Notes

Reaction equation

HRID 1806503 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].[NH2:43][C@H](C)CO>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[C:3]([NH:43][CH2:39][CH2:36][N:34]([CH2:33][C:31]1[S:30][CH:29]=[C:28]([C:25]2[CH:26]=[C:27]3[C:22](=[C:23]([C:40]([NH2:42])=[O:41])[CH:24]=2)[NH:21][CH:20]=[C:19]3[CH:16]2[CH2:17][CH2:18][N:13]([S:10]([CH2:8][CH3:9])(=[O:11])=[O:12])[CH2:14][CH2:15]2)[CH:32]=1)[CH3:35])(=[O:5])[CH3:2]

Participants

3

Reactant 2

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

Product 1

HCID 66723414HCID 66723414, compoundYield 30.8%

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 N-(2-aminoethyl)acetamide (1.20 mmol) for (2R)-2-amino-1-propanol to afford 13.6 mg of the title compound (30.8%)

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-acb6457b500044aeab0902a44009443c
Source dataset
uspto-grants-2013_01
Patent number
US08354406B2

Reaction notes

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