7-methoxynaphthalene-2-sulfonyl Chloride → HCID 67365870, compound

HRID 619806Notes

Reaction equation

HRID 619806 reaction equation
Cl.[NH2:2][C@H:3]1[CH2:7]C[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].[CH3:18][O:19][C:20]1[CH:29]=[C:28]2[C:23]([CH:24]=[CH:25][C:26]([S:30](Cl)(=[O:32])=[O:31])=[CH:27]2)=[CH:22][CH:21]=1>>[C:12]([C:11]1[CH:10]=[C:9]([CH:16]=[CH:15][CH:14]=1)[CH2:8][N:5]1[CH2:7][C@H:3]([NH:2][S:30]([C:26]2[CH:25]=[CH:24][C:23]3[C:28](=[CH:29][C:20]([O:19][CH3:18])=[CH:21][CH:22]=3)[CH:27]=2)(=[O:32])=[O:31])[C:4]1=[O:17])#[N:13]

Participants

3

Reactant 2

HCID 105152667-methoxynaphthalene-2-sulfonyl ChlorideHCID 228707863-(3-(S)-Amino-2-oxopyrrolidin-1-ylmethyl)benzonitrile hydrochloride

Product 1

HCID 67365870HCID 67365870, compound

Procedure

The title compound is prepared as in EXAMPLE 24, Part B substituting 3-(3-(S)-Amino-2-oxo-azetidin-1-ylmethyl)benzonitrile hydrochloride for 3-(3-(S)-amino-2-oxopyrrolidin-1-ylmethyl)benzonitrile hydrochloride and using 7-methoxynaphthalene-2-sulfonyl chloride in place of 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 solid.

Workup

  1. customThe title compound is prepared as in EXAMPLE 24, Part B
  2. customThe crude product is purified by column chromatography
  3. washeluting with a gradient of 20% EtOAc/CH2Cl2 to 30% EtOAc/CH2Cl2

Sources & evidence

ORD record
ord-9c9ac7ae67024c4f9c545d2ce86e111d
Source dataset
uspto-grants-1999_09
Patent number
US05958918

Reaction notes

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