Tetrahydrofuran → {[7-(3-Chlorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]methyl}carbamic azide

HRID 711404노트

반응식

HRID 711404 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]3[C:15](=[O:16])[NH:14][CH2:13][CH:12]([CH2:17]C(O)=O)[N:11]3[CH:21]=2)[CH:5]=[CH:6][CH:7]=1.[N-:22]=[N+:23]=[N-:24].[Na+].C1C=CC(P([N:40]=[N+]=[N-])(C2C=CC=CC=2)=O)=CC=1.C1[CH2:47][O:46]CC1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]3[C:15](=[O:16])[NH:14][CH2:13][CH:12]([CH2:17][NH:40][C:47]([N:22]=[N+:23]=[N-:24])=[O:46])[N:11]3[CH:21]=2)[CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 4

HCID 8028TetrahydrofuranHCID 33557Sodium AzideHCID 199401P,P-Diphenylphosphinic azideHCID 56766546[7-(3-Chlorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetic acid

생성물 1

HCID 86732553{[7-(3-Chlorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]methyl}carbamic azide

실험 절차

100 mg (0.328 mmol) of [7-(3-chlorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetic acid and NaN3 (664 mg, 0.98 mmol) were suspended in 10 ml of dry THF, 108 mg of DPPA (0.394 mmol) was added. The mixture was stirred at room temperature for 18 h. The volatiles were removed under vacuo and the residue was purified by flash chromatography (DCM/EtOAc/EtOH 6/3/1) to give the desired compound and a secondary compound.

후처리

  1. customThe volatiles were removed under vacuo
  2. customthe residue was purified by flash chromatography (DCM/EtOAc/EtOH 6/3/1)

출처 및 근거

ORD 기록
ord-af6b37648428426d9d473f99bfa879ec
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181258B2

반응 노트

불러오는 중…