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

HRID 2115292노트

반응식

HRID 2115292 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

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 purified by preparative HPLC to provide title compound 5 as a pale yellow oil (76 mg, 84%). LCMS: Rf: 0.371 min, M+H+: 213.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 2 hours
  3. filtrationThe solid was filtered off
  4. concentrationthe filtrate was concentrated in vacuo
  5. customThe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-cc3d58b5de02434fad6cc75ce0cde871
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07435831B2

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