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Triethylamine → 4-{3-(S)-[(4-(6-Nitro-2-chlorophenoxy)benzenesulfonyl)amino]-2-oxopyrrolidin-1-ylmethyl}thiophene-2-carbononitrile

HRID 619865
ノート
印刷プレビュー

反応式

HRID 619865 の反応式
Cl.[NH2:2][CH:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:10]=[C:11]([C:14]#[N:15])[S:12][CH:13]=2)[C:4]1=[O:16].[N+:17]([C:20]1[C:25]([O:26][C:27]2[CH:32]=[CH:31][C:30]([S:33](Cl)(=[O:35])=[O:34])=[CH:29][CH:28]=2)=[C:24]([Cl:37])[CH:23]=[CH:22][CH:21]=1)([O-:19])=[O:18].C(N(CC)CC)C>C(Cl)Cl.Cl>[N+:17]([C:20]1[C:25]([O:26][C:27]2[CH:32]=[CH:31][C:30]([S:33]([NH:2][C@H:3]3[CH2:7][CH2:6][N:5]([CH2:8][C:9]4[CH:10]=[C:11]([C:14]#[N:15])[S:12][CH:13]=4)[C:4]3=[O:16])(=[O:34])=[O:35])=[CH:29][CH:28]=2)=[C:24]([Cl:37])[CH:23]=[CH:22][CH:21]=1)([O-:19])=[O:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8471TriethylamineHCID 27742764-(2-Chloro-6-nitrophenoxy)benzene-1-sulfonyl chlorideHCID 193510444-(3-Amino-2-oxopyrrolidine-1-ylmethyl)thiophene-2-carbonitrile hydrochloride

生成物 1

HCID 673655054-{3-(S)-[(4-(6-Nitro-2-chlorophenoxy)benzenesulfonyl)amino]-2-oxopyrrolidin-1-ylmethyl}thiophene-2-carbononitrile収率 96.4%

試薬・触媒・溶媒 2

HCID 313
Hydrochloric Acid
溶媒
HCID 6344Dichloromethane溶媒

実験手順

4-{3-(S)-[(4-(6-Nitro-2-chlorophenoxy)benzenesulfonyl)amino]-2-oxopyrrolidin-1-ylmethyl}thiophene-2-carbononitrile is prepared as described in EXAMPLE 125, Part C from of 4-(3-Amino-2-oxopyrrolidine-1-ylmethyl)thiophene-2-carbonitrile hydrochloride (0.36 g, 1.4 mmol), and 4-(6-Nitro-2-chlorophenoxy)-benzenesulfonyl chloride (0.63 g, 1.8 mmol) and triethyl amine (0.57 g, 5.7 mmol). After 18 hours, the solution is diluted with CH2Cl2 and 0.5 N HCl. The layers are separated; the organic layer is dried over NA2SO4, filtered and concentrated. The crude product is triturated with ether to afford the title compound (0.72 g, 1.35 mmol) as a white foam.

後処理

  1. custom4-{3-(S)-[(4-(6-Nitro-2-chlorophenoxy)benzenesulfonyl)amino]-2-oxopyrrolidin-1-ylmethyl}thiophene-2-carbononitrile is prepared
  2. customThe layers are separated
  3. customthe organic layer is dried over NA2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude product is triturated with ether

出典と根拠

ORDレコード
ord-bbb8190eaaa64b73a8338fd793d9aec6
出典データセット
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05958918

反応ノート

読み込み中…

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