6-methoxynaphthalene-2-sulfonyl Chloride → HCID 57201530, compound

HRID 619795Notes

Reaction equation

HRID 619795 reaction equation
Cl.[NH2:2][C@H:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=2)[C:12]#[N:13])[C:4]1=[O:17].CO[C:20]1[CH:21]=[C:22]2[C:27](=[CH:28][CH:29]=1)[CH:26]=[C:25]([S:30](Cl)(=[O:32])=[O:31])[CH:24]=[CH:23]2>>[C:12]([C:11]1[CH:10]=[C:9]([CH:16]=[CH:15][CH:14]=1)[CH2:8][N:5]1[CH2:6][CH2:7][C@H:3]([NH:2][S:30]([C:25]2[CH:24]=[CH:23][C:22]3[C:27]([CH:26]=2)=[C:28]2[C:29]([CH2:4][CH2:3][CH2:7][CH2:6]2)=[CH:20][CH:21]=3)(=[O:32])=[O:31])[C:4]1=[O:17])#[N:13]

Participants

3

Reactant 2

HCID 106348626-methoxynaphthalene-2-sulfonyl ChlorideHCID 228707863-(3-(S)-Amino-2-oxopyrrolidin-1-ylmethyl)benzonitrile hydrochloride

Product 1

HCID 57201530HCID 57201530, compound

Procedure

The title compound is prepared from 3-(3-(S)-amino-2-oxopyrrolidin-1-ylmethyl)benzonitrile hydrochloride as in EXAMPLE 24, Part B, substituting 5,6,7,8-tetrahydrophenanthrene-3-sulfonyl chloride for 6-methoxynaphthalene-2-sulfonyl chloride. The crude product is purified by column chromatography eluting with a gradient of 20% EtOAc/CH2Cl2 to 30% EtOAc/CH2Cl2 to give the title compound as a white foam.

Workup

  1. customThe crude product is purified by column chromatography
  2. washeluting with a gradient of 20% EtOAc/CH2Cl2 to 30% EtOAc/CH2Cl2

Sources & evidence

ORD record
ord-c3fe7b816835471a9f21ee2149df125c
Source dataset
uspto-grants-1999_09
Patent number
US05958918

Reaction notes

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