5-Pyridin-4-yl-thiophene-2-sulfonyl chloride → 5-Pyridin-4-yl-thiophene-2-sulfonic acid-[1-(1-chloro-isoquinolin-7-ylmethyl)-2-oxopyrrolidin-3-(s)-yl]-amide

HRID 651637

反応式

HRID 651637 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[S:11][C:10]([S:12](Cl)(=[O:14])=[O:13])=[CH:9][CH:8]=2)=[CH:3][CH:2]=1.Cl.[NH2:17][C@H:18]1[CH2:22][CH2:21][N:20]([CH2:23][C:24]2[CH:33]=[C:32]3[C:27]([CH:28]=[CH:29][N:30]=[C:31]3[Cl:34])=[CH:26][CH:25]=2)[C:19]1=[O:35]>N1C=CC=CC=1>[Cl:34][C:31]1[C:32]2[C:27](=[CH:26][CH:25]=[C:24]([CH2:23][N:20]3[CH2:21][CH2:22][C@H:18]([NH:17][S:12]([C:10]4[S:11][C:7]([C:4]5[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=5)=[CH:8][CH:9]=4)(=[O:14])=[O:13])[C:19]3=[O:35])[CH:33]=2)[CH:28]=[CH:29][N:30]=1

参加物

4

反応物 2

HCID 106350455-Pyridin-4-yl-thiophene-2-sulfonyl chlorideHCID 206807083-(S)-Amino-1-(1-chloro-isoquinolin-7-ylmethyl)-pyrrolidin-2-one hydrochloride

生成物 1

HCID 206807365-Pyridin-4-yl-thiophene-2-sulfonic acid-[1-(1-chloro-isoquinolin-7-ylmethyl)-2-oxopyrrolidin-3-(s)-yl]-amide

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

5-Pyridin-4-yl-thiophene-2-sulfonyl chloride is added to a solution of 3-(S)-amino-1-(1-chloro-isoquinolin-7-ylmethyl)-pyrrolidin-2-one hydrochloride (0.12 g, 0.38 mmol) in pyridine (2 mL). The resulting mixture is stirred overnight then concentrated to dryness. The residue is diluted with methylene chloride and washed with saturated NaHCO3 solution and brine. The organic layer is dried over MgSO4, filtered and concentrated to give 105 mg of a crude solid. The crude product is purified by column chromatography eluting with 5% MeOH/CH2Cl2 to afford the title product (0.026 g, 0.052 mmol) as a white solid.

後処理

  1. concentrationthen concentrated to dryness
  2. additionThe residue is diluted with methylene chloride
  3. washwashed with saturated NaHCO3 solution and brine
  4. dry with materialThe organic layer is dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give 105 mg of a crude solid
  8. customThe crude product is purified by column chromatography
  9. washeluting with 5% MeOH/CH2Cl2

出典と根拠

ORDレコード
ord-61a4ae5177384a0aa1b856c2e173fc7c
出典データセット
uspto-grants-2001_08
特許番号
US06281227B1

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