Phenethylamine → HCID 18392410, compound

HRID 619862Notes

Reaction equation

HRID 619862 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([CH2:9][N:10]2[CH2:14][CH2:13][C@H:12]([N:15]([S:20]([C:23]3[CH:32]=[CH:31][C:30]4[C:25](=[CH:26][C:27]([O:33][CH3:34])=[CH:28][CH:29]=4)[CH:24]=3)(=[O:22])=[O:21])[CH2:16][C:17]([OH:19])=O)[C:11]2=[O:35])[CH:6]=[CH:5][N:4]=1)#[N:2].[CH2:36]([NH2:44])[CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1>>[C:1]([C:3]1[CH:8]=[C:7]([CH2:9][N:10]2[CH2:14][CH2:13][C@H:12]([N:15]([S:20]([C:23]3[CH:32]=[CH:31][C:30]4[C:25](=[CH:26][C:27]([O:33][CH3:34])=[CH:28][CH:29]=4)[CH:24]=3)(=[O:21])=[O:22])[CH2:16][C:17]([NH:44][CH2:36][CH2:37][C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)=[O:19])[C:11]2=[O:35])[CH:6]=[CH:5][N:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 1001PhenethylamineHCID 18392409HCID 18392409, compound

Product 1

HCID 18392410HCID 18392410, compound

Procedure

The title compound is prepared as described in EXAMPLE 127, Part C using 2-[[1-(2-cyan-pyridine-4-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-(7-methoxy-naphthalene-2-sulfonyl)amino]acetic acid in place of 2-[[1-(5-cyanothiophene-3-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-(7-methoxynaphthalene-2-sulfonyl)amino-]acetic acid and with phenethylamine instead of NH4OH. The crude product is purified by column chromatography eluting with gradient of 50% EtOAc/CH2Cl2 to 2% MeOH/50% EtOAc/CH2Cl2 to afford the title compound as a white solid.

Workup

  1. customThe title compound is prepared
  2. customThe crude product is purified by column chromatography
  3. washeluting with gradient of 50% EtOAc/CH2Cl2 to 2% MeOH/50% EtOAc/CH2Cl2

Sources & evidence

ORD record
ord-db92c8fdd675428d88c0675b9b30205e
Source dataset
uspto-grants-1999_09
Patent number
US05958918

Reaction notes

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