HCID 59596677, 화합물 → methyl (2S)-5-(4-bromophenyl)-3,4-dihydro-2H-pyrrole-2-carboxylate

HRID 2264824노트

반응식

HRID 2264824 반응식
[NH2:1][C@@H:2]([CH2:7][C:8]#[C:9][C:10]1[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][CH:11]=1)[C:3]([O:5][CH3:6])=[O:4]>C(#N)C.[Cl-].[Na+].O.[O-]S(C(F)(F)F)(=O)=O.[Ag+]>[Br:16][C:13]1[CH:12]=[CH:11][C:10]([C:9]2[CH2:8][CH2:7][C@@H:2]([C:3]([O:5][CH3:6])=[O:4])[N:1]=2)=[CH:15][CH:14]=1

참가 물질

5

반응물 1

HCID 59596677HCID 59596677, 화합물

생성물 1

HCID 59596717methyl (2S)-5-(4-bromophenyl)-3,4-dihydro-2H-pyrrole-2-carboxylate수율 103%

시약·촉매·용매 3

HCID 76223Silver(I) trifluoromethanesulfonate촉매HCID 6342Acetonitrile용매HCID 57417360Sodium chloride; water용매

실험 절차

A solution of methyl (2S)-2-amino-5-(4-bromophenyl)-4-pentynoate (D75, 849 mg, 3.009 mmol) and silver-(I)-triflate in acetonitrile (30 ml) was stirred overnight at room temperature. Then brine was added and the product was extracted with dichloromethane. The combined organic layers were dried (Na2SO4), filtered and evaporated to afford the title compound (874 mg, 96%). UPLC: Rt 0.70 min; MS: (ES/+) m/z: 282, 284 [MH+], C12H12BrNO2 requires 282.

후처리

  1. extractionthe product was extracted with dichloromethane
  2. dry with materialThe combined organic layers were dried (Na2SO4)
  3. filtrationfiltered
  4. customevaporated

출처 및 근거

ORD 기록
ord-470589744cef4057b05d7ec205785450
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07855218B2

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