7-methoxynaphthalene-2-sulfonyl Chloride → HCID 54426371, compound

HRID 651615Notes

Reaction equation

HRID 651615 reaction equation
Cl.[NH2:2][C@H:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:10]=2[CH:11]=[CH:12][C:13]([Cl:19])=[N:14]3)[C:4]1=[O:20].[CH3:21][O:22][C:23]1[CH:32]=[C:31]2[C:26]([CH:27]=[CH:28][C:29]([S:33](Cl)(=[O:35])=[O:34])=[CH:30]2)=[CH:25][CH:24]=1>C(Cl)Cl>[Cl:19][C:13]1[CH:12]=[CH:11][C:10]2[C:15](=[CH:16][CH:17]=[CH:18][C:9]=2[CH2:8][N:5]2[CH2:6][CH2:7][C@H:3]([NH:2][S:33]([C:29]3[CH:28]=[CH:27][C:26]4[C:31](=[CH:32][C:23]([O:22][CH3:21])=[CH:24][CH:25]=4)[CH:30]=3)(=[O:35])=[O:34])[C:4]2=[O:20])[N:14]=1

Participants

4

Reactant 2

HCID 105152667-methoxynaphthalene-2-sulfonyl ChlorideHCID 20680733HCID 20680733, compound

Product 1

HCID 54426371HCID 54426371, 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 5-(3-(S)-amino-2-oxopyrrolidin-1-ylmethyl)-2-chloro-quinoline hydrochloride in place of 7-(3-(S)-amino-2oxopyrrolidin-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 25% EtOAc/CH2Cl2 to provide the title compound as a light yellow solid.

Workup

  1. customas prepared in EXAMPLE 1, Part J
  2. customThe crude product is purified by column chromatography
  3. washeluting with 25% EtOAc/CH2Cl2

Sources & evidence

ORD record
ord-fb26b7d8c8b94d74af15e4bb60db61ac
Source dataset
uspto-grants-2001_08
Patent number
US06281227B1

Reaction notes

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