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1-Hydroxybenzotriazole → ethyl 5-({[4-(cyclopropylmethoxy)phenyl]carbonyl}amino)-1H-indole-2-carboxylate

HRID 239895
ノート
印刷プレビュー

反応式

HRID 239895 の反応式
[CH:1]1([CH2:4][O:5][C:6]2[CH:14]=[CH:13][C:9]([C:10]([OH:12])=O)=[CH:8][CH:7]=2)[CH2:3][CH2:2]1.[NH2:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][C:20]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:19]2.Cl.C(N=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1>CN(C=O)C>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[CH:8][C:9]([C:10]([NH:15][C:16]3[CH:17]=[C:18]4[C:22](=[CH:23][CH:24]=3)[NH:21][C:20]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:19]4)=[O:12])=[CH:13][CH:14]=2)[CH2:2][CH2:3]1
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 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 10726872Ethyl 5-amino-1H-indole-2-carboxylateHCID 226453014-(Cyclopropylmethoxy)benzoic acid

生成物 1

HCID 70967890ethyl 5-({[4-(cyclopropylmethoxy)phenyl]carbonyl}amino)-1H-indole-2-carboxylate収率 72.3%

試薬・触媒・溶媒

1
HCID 6228Dimethylformamide溶媒

実験手順

A solution of 4-(cyclopropylmethoxy)benzoic acid (576 mg), ethyl 5-amino-1H-indole-2-carboxylate (612 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (690 mg), 1-hydroxybenzotriazole (551 mg) and N,N-dimethylaminopyridine (367 mg) in DMF (20 mL) was stirred at room temperature for 2 hr. The reaction solution was extracted with ethyl acetate, washed with aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue (brown solid) was washed with a small amount of ethyl acetate to give the title compound (820 mg, yield 72%).

後処理

  1. extractionThe reaction solution was extracted with ethyl acetate
  2. washwashed with aqueous sodium hydrogen carbonate solution and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. washThe obtained residue (brown solid) was washed with a small amount of ethyl acetate

出典と根拠

ORDレコード
ord-f19feb6894854c2691423afe4d868a59
出典データセット
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08642770B2

反応ノート

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