Ammonia → Methyl 5-(aminocarbonyl)-3-chloro-1H-pyrrole-2-carboxylate

HRID 1874967노트

반응식

HRID 1874967 반응식
[NH3:1].[Cl:2][C:3]1[CH:7]=[C:6]([C:8](Cl)=[O:9])[NH:5][C:4]=1[C:11]([O:13][CH3:14])=[O:12]>C1COCC1>[NH2:1][C:8]([C:6]1[NH:5][C:4]([C:11]([O:13][CH3:14])=[O:12])=[C:3]([Cl:2])[CH:7]=1)=[O:9]

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 86644903Methyl 3-chloro-5-(chlorocarbonyl)-1H-pyrrole-2-carboxylate

생성물 1

HCID 68481017Methyl 5-(aminocarbonyl)-3-chloro-1H-pyrrole-2-carboxylate수율 51.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Ammonia (5.8 mL, 2.9 mmol) was added to a solution of methyl 3-chloro-5-(chlorocarbonyl)-1H-pyrrole-2-carboxylate (0.15 g, 0.58 mmol) in THF and the resulting solution stirred until no starting material was evident by TLC. The solvent was evaporated and purification was accomplished by silica gel column chromatography (30 to 100% EtOAc/hexanes) to afford the title compound (0.060 g, 51%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.29 (br. s., 1H), 7.82 (br. s., 1H), 7.47 (br. s., 1H), 6.80 (s, 1H), 3.77 (s, 3H). LCMS: m/z 201.4 (M−1).

후처리

  1. customThe solvent was evaporated
  2. custompurification

출처 및 근거

ORD 기록
ord-208b14809594490db9757216793c72ec
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304419B2

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