6-Fluorobenzo[b]thiophene-2-sulfonyl chloride → HCID 53868377, compound

HRID 651656Notes

Reaction equation

HRID 651656 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:9]=[C:8]([S:10](Cl)(=[O:12])=[O:11])[S:7][C:6]=2[CH:14]=1.Cl.[NH2:16][C@H:17]1[CH2:21][CH2:20][N:19]([CH2:22][C:23]2[O:31][C:30]3[C:25](=[N:26][CH:27]=[CH:28][CH:29]=3)[CH:24]=2)[C:18]1=[O:32]>>[O:31]1[C:30]2[C:25](=[N:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[C:23]1[CH2:22][N:19]1[CH2:20][CH2:21][C@H:17]([NH:16][S:10]([C:8]2[S:7][C:6]3[CH:14]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=3[CH:9]=2)(=[O:12])=[O:11])[C:18]1=[O:32]

Participants

3

Procedure

The title compound is prepared as described in EXAMPLE 1, Part K using 6-fluoro-benzo[b]thiophene-2-sulfonyl chloride and 3-(S)-amino-1-(furo[3,2-b]pyridin-2-ylmethyl)-pyrrolidin-2-one hydrochloride as starting material. The crude product is purified by column chromatography eluting with 66% EtOAc/CH2Cl2 to provide 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 66% EtOAc/CH2Cl2

Sources & evidence

ORD record
ord-235596f064a0470cb918cded43b84e34
Source dataset
uspto-grants-2001_08
Patent number
US06281227B1

Reaction notes

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