Ammonium formate → Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylate

HRID 2115280ノート

反応式

HRID 2115280 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:15][CH:14]2[CH:10]([CH2:11][N:12](CC3C=CC=CC=3)[CH2:13]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>C(O)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH:10]2[CH:14]([CH2:13][NH:12][CH2:11]2)[CH2:15]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 4171147Tert-butyl 5-benzyl-octahydropyrrolo[3,4-c]pyrrole-2-carboxylate

生成物 1

HCID 4142526Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylate収率 84%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A mixture of compound 4 (130 mg), Pd/C (100 mg, 10%) and ammonium formate (160 mg) in ethanol (10 mL) was heated to reflux for 2 hours and then allowed to cool to room temperature. The solid was filtered off and the filtrate was concentrated in vacuo. The residue was purifed by preparative HPLC to provide title compound 5 as a pale yellow oil (76 mg, 84%). LCMS: Rf: 0.371 min, M+H+: 213.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 2 hours
  3. filtrationThe solid was filtered off
  4. concentrationthe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-f55599964bdf4aeb85920e7ae9e2cb7f
出典データセット
uspto-grants-2008_10
特許番号
US07435830B2

反応ノート

読み込み中…