4-Bromophenacyl bromide → (S)-tert-butyl 2-(4-(4-bromophenyl)thiazol-2-yl)pyrrolidine-1-carboxylate

HRID 1963974ノート

反応式

HRID 1963974 の反応式
[C:1]([C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])(=[S:3])[NH2:2].[Br:16][C:17]1[CH:26]=[CH:25][C:20]([C:21](=O)[CH2:22]Br)=[CH:19][CH:18]=1>C(O)C>[Br:16][C:17]1[CH:26]=[CH:25][C:20]([C:21]2[N:2]=[C:1]([C@@H:4]3[CH2:8][CH2:7][CH2:6][N:5]3[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[S:3][CH:22]=2)=[CH:19][CH:18]=1

参加物

4

反応物 2

HCID 74544-Bromophenacyl bromideHCID 54006182tert-Butyl (2S)-2-carbamothioylpyrrolidine-1-carboxylate2 回

生成物 1

HCID 67224730(S)-tert-butyl 2-(4-(4-bromophenyl)thiazol-2-yl)pyrrolidine-1-carboxylate収率 84%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of (S)-tert-butyl 2-carbamothioylpyrrolidine-1-carboxylate (compound 11a, 2.2 g, 9.6 mmol) and 4-bromophenacyl bromide (2.9 g, 10.5 mmol) in ethanol (50 ml) was stirred at room temperature for 3 hours. The resulting mixture was extracted with ethyl acetate and the organic layer was dried over MgSO4, filtered and concentrated to give crude product. The crude product was purified with column chromatography (ethyl acetate:n-hexane=1:3) to yield pure product 12a (3.3 g).

後処理

  1. extractionThe resulting mixture was extracted with ethyl acetate
  2. dry with materialthe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto give crude product
  6. customThe crude product was purified with column chromatography (ethyl acetate:n-hexane=1:3)

出典と根拠

ORDレコード
ord-9ccbd8255ae3420091152a5f616b44f0
出典データセット
uspto-grants-2013_04
特許番号
US08415482B2

反応ノート

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