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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → tert-Butyl((1R,2R)-2-{[(2-Chloro-6H-thieno[2,3-b]pyrrol-5-yl)carbonyl]amino}-2,3-dihydro-1H-inden-1-yl)carbamate

HRID 1244734
ノート
印刷プレビュー

反応式

HRID 1244734 の反応式
[Cl:1][C:2]1[S:9]C2CC(C(O)=O)=NC=2[CH:3]=1.[NH2:13][C@@H:14]1[CH2:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C@H:15]1[NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25].CC[N:33]([CH:37]([CH3:39])C)[CH:34]([CH3:36])[CH3:35].C1C=CC2N([OH:49])N=NC=2C=1.CCN=C=NCCCN(C)C>C(Cl)Cl>[C:27]([O:26][C:24](=[O:25])[NH:23][C@@H:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:22][C@H:14]1[NH:13][C:36]([C:34]1[NH:33][C:37]2[S:9][C:2]([Cl:1])=[CH:3][C:39]=2[CH:35]=1)=[O:49])([CH3:30])([CH3:29])[CH3:28]
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 11299644tert-butyl ((1R,2R)-2-amino-2,3-dihydro-1H-inden-1-yl)carbamateHCID 219204592-Chloro-5-carboxy-6h-thieno[3,2-b]pyrrole

生成物 1

HCID 58717460
tert-Butyl((1R,2R)-2-{[(2-Chloro-6H-thieno[2,3-b]pyrrol-5-yl)carbonyl]amino}-2,3-dihydro-1H-inden-1-yl)carbamate
収率 98.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-Chloro-5-carboxy-6H-thieno[3,2-b]pyrrole (Method 4a, 5.0 g, 25.0 mmol), trans-2-amino-1-[(1,1-dimethylethoxy)carbonylamino]indan (Method 6, 6.25 g, 25.0 mmol), DIPEA (4.35 mL, 25.0 mmol) and HOBT (3.4 g, 25.0 mmol) were dissolved in DCM (200 mL) and stirred for 5 mins. EDCI (6.0 g, 31.0 mmol) was added, the reaction stirred for 24 hours and evaporated under reduced pressure. EtOAc (150 mL) was added and the mixture filtered, washed with water (2×200 mL), brine (200 mL), dried (MgSO4) and the volatiles removed by evaporation under reduced pressure to give the title compound (10.6 g, 98%) as a brown solid.

後処理

  1. stirringthe reaction stirred for 24 hours
  2. customevaporated under reduced pressure
  3. additionEtOAc (150 mL) was added
  4. filtrationthe mixture filtered
  5. washwashed with water (2×200 mL), brine (200 mL)
  6. dry with materialdried (MgSO4)
  7. customthe volatiles removed by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-34565f2e30f949f288a85958ae49d105
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