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

HRID 711404ノート

反応式

HRID 711404 の反応式
[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

参加物

5

反応物 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

生成物 1

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

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-af6b37648428426d9d473f99bfa879ec
出典データセット
uspto-grants-2015_11
特許番号
US09181258B2

反応ノート

読み込み中…