Diisopropylethylamine → HCID 178462635、化合物

HRID 20167

反応式

HRID 20167 の反応式
[NH2:1][C@@H:2]1[CH2:8][CH2:7][C@@H:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:10]=2[F:16])[CH2:5][N:4]([CH2:17][CH3:18])[C:3]1=[O:19].C(N(CC)C(C)C)(C)C.[CH:29]1[CH:34]=[CH:33][C:32]([O:35][C:36](OC2C=CC=CC=2)=[N:37][C:38]#[N:39])=[CH:31][CH:30]=1>ClCCl>[C:38]([N:37]=[C:36]([O:35][C:32]1[CH:33]=[CH:34][CH:29]=[CH:30][CH:31]=1)[NH:1][C@@H:2]1[CH2:8][CH2:7][C@@H:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:10]=2[F:16])[CH2:5][N:4]([CH2:17][CH3:18])[C:3]1=[O:19])#[N:39]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 688090Diphenyl N-CyanocarbonimidateHCID 66939267(3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-ethylazepan-2-one

生成物 1

HCID 178462635HCID 178462635、化合物収率 80%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of (3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-ethylazepan-2-one (135 mg, 0.503 mmol) in dichloromethane was treated N,N-diisopropylethylamine (65 mg, 0.503 mmol) and diphenyl N-cyanocarbonimidate (204 mg, 0.855 mmol). After 5 h, the reaction was quenched with 0.5N NaOH and the organic layer washed with water and brine. The combined aqueous layers were extracted with EtOAc. The combined organics were dried, filtered and concentrated. Purification by silica gel chromatography (EtOAc/hexanes) gave the title compound (166 mg). MS 413.3 (M+1).

後処理

  1. customthe reaction was quenched with 0.5N NaOH
  2. washthe organic layer washed with water and brine
  3. extractionThe combined aqueous layers were extracted with EtOAc
  4. customThe combined organics were dried
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customPurification by silica gel chromatography (EtOAc/hexanes)

出典と根拠

ORDレコード
ord-95e9b61a3fd14b9a8b4ba1cd207bfeac
出典データセット
uspto-grants-2010_06
特許番号
US07745427B2

関連ノート

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