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

HRID 2264824ノート

反応式

HRID 2264824 の反応式
[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

参加物

5

反応物 1

HCID 59596677HCID 59596677、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 76223Silver(I) trifluoromethanesulfonate触媒HCID 6342Acetonitrile溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-470589744cef4057b05d7ec205785450
出典データセット
uspto-grants-2010_12
特許番号
US07855218B2

反応ノート

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