7-methoxynaphthalene-2-sulfonyl Chloride → HCID 54088991, compound

HRID 651623Notes

Reaction equation

HRID 651623 reaction equation
[NH2:1][C@H:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[C:10]([N+:15]([O-:17])=[O:16])[CH:9]=2)[C:3]1=[O:18].[CH3:19][O:20][C:21]1[CH:30]=[C:29]2[C:24]([CH:25]=[CH:26][C:27]([S:31](Cl)(=[O:33])=[O:32])=[CH:28]2)=[CH:23][CH:22]=1>C(Cl)Cl>[NH2:14][C:11]1[CH:12]=[CH:13][C:8]([CH2:7][N:4]2[CH2:5][CH2:6][C@H:2]([NH:1][S:31]([C:27]3[CH:26]=[CH:25][C:24]4[C:29](=[CH:30][C:21]([O:20][CH3:19])=[CH:22][CH:23]=4)[CH:28]=3)(=[O:33])=[O:32])[C:3]2=[O:18])=[CH:9][C:10]=1[N+:15]([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 105152667-methoxynaphthalene-2-sulfonyl ChlorideHCID 20680715HCID 20680715, compound

Product 1

HCID 54088991HCID 54088991, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound is prepared in CH2Cl2 instead of CH3CN as described in EXAMPLE 1, Part K using 3-(S)-amino-1-(4-amino-3-nitrobenzyl)-pyrrolidin-2-one in place of 7-(3-(S)-amino-2-oxopyrrolidin-1-ylmethyl)-1-chloro-isoquinoline hydrochloride and 7-methoxynaphthalene-2-sulfonyl chloride as prepared in EXAMPLE 1, Part J. The crude product is purified by column chromatography eluting with a gradient of 20% EtOAc/CH2Cl2 to 50% EtOAc/CH2Cl2 to afford the title compound as a pale yellow solid.

Workup

  1. customas prepared in EXAMPLE 1, Part J
  2. customThe crude product is purified by column chromatography
  3. washeluting with a gradient of 20% EtOAc/CH2Cl2 to 50% EtOAc/CH2Cl2

Sources & evidence

ORD record
ord-2ee84c0217834e1bb2d3158f51b03eb3
Source dataset
uspto-grants-2001_08
Patent number
US06281227B1

Reaction notes

Loading…