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

HRID 1874967ノート

反応式

HRID 1874967 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  1. customThe solvent was evaporated
  2. custompurification

出典と根拠

ORDレコード
ord-208b14809594490db9757216793c72ec
出典データセット
uspto-grants-2012_11
特許番号
US08304419B2

反応ノート

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