Ammonium Chloride → HCID 71258449、化合物

HRID 1506214ノート

反応式

HRID 1506214 の反応式
[CH:1]1([NH:7][C:8]2[C:13]([C:14](O)=[O:15])=[CH:12][N:11]=[C:10]3[N:17]([CH2:20][O:21][CH2:22][CH2:23][Si:24]([CH3:27])([CH3:26])[CH3:25])[CH:18]=[CH:19][C:9]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.C[N:30](C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1.N.CO.[Cl-].[NH4+]>ClCCl>[CH:1]1([NH:7][C:8]2[C:13]([C:14]([NH2:30])=[O:15])=[CH:12][N:11]=[C:10]3[N:17]([CH2:20][O:21][CH2:22][CH2:23][Si:24]([CH3:27])([CH3:25])[CH3:26])[CH:18]=[CH:19][C:9]=23)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

参加物

7

反応物 5

HCID 25517Ammonium ChlorideHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 21705897Ammonia methanolHCID 58382138HCID 58382138、化合物

生成物 1

HCID 71258449HCID 71258449、化合物収率 71%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-(Cyclohexylamino)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (100 mg, 0.257 mmol) in dichloromethane (2 mL) was stirred with 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (10 mg, 0.052 mmol), N-hydroxybenzotriazole (50 mg, 0.37 mmol) and 7 M ammonia-methanol solution (0.2 mL, 1.4 mmol) at room temperature for one day. After addition of saturated aqueous ammonium chloride, the reaction mixture was extracted with chloroform, and the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1→0/1 (v/v)) to give the title compound as a pale yellow amorphous (71.1 mg, yield 71%).

後処理

  1. extractionthe reaction mixture was extracted with chloroform
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1→0/1 (v/v))

出典と根拠

ORDレコード
ord-7178b7f9e1ab4af2a72c780633917726
出典データセット
uspto-grants-2015_12
特許番号
US09216999B2

反応ノート

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