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Triethylamine → Benzothiophene-2-sulfonic acid [1-(4-chloroquinolin-6-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-amide

HRID 651641
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HRID 651641 반응식
Cl.[NH2:2][C@H:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[N:15]=[CH:14][CH:13]=[C:12]3[Cl:19])[C:4]1=[O:20].C(N(CC)CC)C.[S:28]1[C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=2[CH:30]=[C:29]1[S:37](Cl)(=[O:39])=[O:38]>CC#N>[Cl:19][C:12]1[C:11]2[C:16](=[CH:17][CH:18]=[C:9]([CH2:8][N:5]3[CH2:6][CH2:7][C@H:3]([NH:2][S:37]([C:29]4[S:28][C:32]5[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=5[CH:30]=4)(=[O:38])=[O:39])[C:4]3=[O:20])[CH:10]=2)[N:15]=[CH:14][CH:13]=1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 27763331-Benzothiophene-2-sulfonyl chlorideHCID 206807203-(S)-Amino-1-(4-Chloroquinolin-6-ylmethyl)-pyrrolidin-2-one hydrochloride

생성물 1

HCID 54330909Benzothiophene-2-sulfonic acid [1-(4-chloroquinolin-6-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-amide수율 60.5%

시약·촉매·용매 1

HCID 6342Acetonitrile
용매

실험 절차

3-(S)-Amino-1-(4-chloroquinolin-6-ylmethyl)-pyrrolidin-2-one hydrochloride (0.12 g, 0.38 mmol) is suspended in 15 mL CH3CN. To this solution is added triethylamine (110 mL, 0.79 mmol) followed by benzothiophene-2-sulfonyl chloride (0.094 g, 0.40 mmol). The mixture is stirred overnight at room temperature, subjected to aqueous work up then concentrated to dryness. The crude product is purified by column chromatography eluting with 2-10% MeOH/CH2Cl2 to give the title compound (0.11 g, 0.23 mmol) as an off-white solid.

후처리

  1. concentrationup then concentrated to dryness
  2. customThe crude product is purified by column chromatography
  3. washeluting with 2-10% MeOH/CH2Cl2

출처 및 근거

ORD 기록
ord-6c55f5a64b05415cabbcf64be3d3278c
출처 데이터셋
uspto-grants-2001_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06281227B1

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