Triethylamine → HCID 71612644、化合物

HRID 516811ノート

反応式

HRID 516811 の反応式
Cl.[NH2:2][CH2:3][CH:4]([OH:13])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl[CH2:15][C:16]([N:18]1[CH2:22][CH2:21][CH2:20][CH:19]1[C:23]#[N:24])=[O:17].C(N(CC)CC)C>ClCCl>[OH:13][CH:4]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:3][NH:2][CH2:15][C:16]([N:18]1[CH2:22][CH2:21][CH2:20][CH:19]1[C:23]#[N:24])=[O:17]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 27250721-Amino-3-phenoxypropan-2-ol hydrochlorideHCID 154801851-(2-Chloroacetyl)pyrrolidine-2-carbonitrile

生成物 1

HCID 71612644HCID 71612644、化合物収率 33.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 1-amino-3-phenoxypropan-2-ol hydrochloride (7.9 g, 38.8 mmol) and 1-(2-chloroacetyl)pyrrolidine-2-carbonitrile (6.1 g, 35.3 mmol) in DCM (250 mL) was added triethylamine (15 mL, 106 mmol). The mixture was stirred at room temperature overnight. After the TLC showed that the reaction was complete, the mixture was washed by brine. The aqueous solution was extracted with dichloromethane (DCM) (3×100 mL) and the combined DCM solution was concentrated to give a crude product, which was purified by column chromatography to give 3.5 g of 1-(2-(2-hydroxy-3-phenoxypropylamino)acetyl)pyrrolidine-2-carbonitrile (as shown at 6). Yield was 33.6%.

後処理

  1. washthe mixture was washed by brine
  2. extractionThe aqueous solution was extracted with dichloromethane (DCM) (3×100 mL)
  3. concentrationthe combined DCM solution was concentrated
  4. customto give a crude product, which
  5. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-79e546d14e7e495aa4b9737f448d38e1
出典データセット
uspto-grants-2015_08
特許番号
US09115082B2

反応ノート

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