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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → Tert-butyl((1r,2r)-2-{[(2,3-dichloro-4h-thieno[3,2-b]pyrrol-5-yl)carbonyl]amino}-2,3-dihydro-1h-inden-1-yl)methylcarbamate

HRID 1244729
ノート
印刷プレビュー

反応式

HRID 1244729 の反応式
[C:1]([C:4]1[NH:8][C:7]2[C:9]([Cl:13])=[C:10]([Cl:12])[S:11][C:6]=2[CH:5]=1)([OH:3])=O.[C:14]([O:18][C:19](=[O:32])[NH:20][CH2:21][C@H:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH2:24][C@H:23]1[NH2:31])([CH3:17])([CH3:16])[CH3:15].CCN(C(C)C)C(C)C.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C>C(Cl)Cl>[C:14]([O:18][C:19](=[O:32])[NH:20][CH2:21][C@H:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH2:24][C@H:23]1[NH:31][C:1]([C:4]1[NH:8][C:7]2[C:9]([Cl:13])=[C:10]([Cl:12])[S:11][C:6]=2[CH:5]=1)=[O:3])([CH3:17])([CH3:15])[CH3:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 100143182,3-dichloro-4H-thieno[3,2-b]pyrrole-5-carboxylic acidHCID 86607601tert-butyl [(1R,2R)-2-amino-2,3-dihydro-1H-inden-1-yl]methylcarbamate

生成物 1

HCID 131725988
Tert-butyl((1r,2r)-2-{[(2,3-dichloro-4h-thieno[3,2-b]pyrrol-5-yl)carbonyl]amino}-2,3-dihydro-1h-inden-1-yl)methylcarbamate
収率 93.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

5-Carboxy-2,3-dichloro-4H-thieno[3,2-b]pyrrole (Method 4, 472 mg, 2.0 mmol), tert-butyl[(1R,2R)-2-amino-2,3-dihydro-1H-inden-1-yl]methylcarbamate (Method 13; 524 mg, 2.0 mmol), DIPEA (348 μL, 2.0 mmol), HOBT (270 mg, 2.0 mmol) and EDCI (480 mg, 2.5 mmol) were dissolved in DCM (10 mL) and stirred at ambient temperature for 20 hours. The volatiles were removed by evaporation under reduced pressure, the residue dissolved in EtOAc (50 mL), washed with water (3×25 mL), brine (25 mL) and dried (MgSO4). The volatiles were removed by evaporation under reduced pressure to give the title compound (900 mg, 93%) as a pale brown foam.

後処理

  1. customThe volatiles were removed by evaporation under reduced pressure
  2. dissolutionthe residue dissolved in EtOAc (50 mL)
  3. washwashed with water (3×25 mL), brine (25 mL)
  4. dry with materialdried (MgSO4)
  5. customThe volatiles were removed by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-61ec1555632c4fa29838f1ed1d29a53d
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07122567B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート