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

HRID 1963974노트

반응식

HRID 1963974 반응식
[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

참가 물질

4

반응물 2

HCID 74544-Bromophenacyl bromideHCID 54006182tert-Butyl (2S)-2-carbamothioylpyrrolidine-1-carboxylate2회

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-9ccbd8255ae3420091152a5f616b44f0
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415482B2

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