Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylate → tert-Butyl 5-[3-(2-aminopyrid-4-yl)-2-(4-chlorophenyl)imidazo[1,2-b]pyridazin-6-yl]hexahydropyrrolo[3,4-c]pyrrole-2-carboxylate

HRID 80730

반응식

HRID 80730 반응식
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:18]3[CH:23]=[CH:22][N:21]=[C:20]([NH2:24])[CH:19]=3)=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=3)[N:10]=2)[N:7]=1.[CH2:25]1[CH:29]2[CH2:30][NH:31][CH2:32][CH:28]2[CH2:27][N:26]1[C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34]>C(O)CCCC>[NH2:24][C:20]1[CH:19]=[C:18]([C:8]2[N:6]3[N:7]=[C:2]([N:31]4[CH2:30][CH:29]5[CH2:25][N:26]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:27][CH:28]5[CH2:32]4)[CH:3]=[CH:4][C:5]3=[N:10][C:9]=2[C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[CH:23]=[CH:22][N:21]=1

참가 물질

4

반응물 2

HCID 4142526Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylateHCID 594069504-[6-Chloro-2-(4-chlorophenyl)imidazo[1,2-b]pyridazin-3-yl]pyrid-2-ylamine

생성물 1

HCID 59406953tert-Butyl 5-[3-(2-aminopyrid-4-yl)-2-(4-chlorophenyl)imidazo[1,2-b]pyridazin-6-yl]hexahydropyrrolo[3,4-c]pyrrole-2-carboxylate수율 71.6%

시약·촉매·용매 1

HCID 62761-Pentanol용매

반응 조건

온도
135 °C

실험 절차

A mixture of 0.15 g (0.42 mmol) of 4-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-b]pyridazin-3-yl]pyrid-2-ylamine and 0.36 g (1.7 mmol) of tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2-carboxylate in 7 mL of pentanol is stirred at 135° C. for 20 hours. The solvent is then evaporated off under reduced pressure and the oily residue is chromatographed on a column of silica gel, eluting with a stepwise gradient of methanol and aqueous ammonia in dichloromethane (0:0:100 to 2:1:98). 0.16 g of product is isolated after trituration in diisopropyl ether, filtering off and drying under reduced pressure.

후처리

  1. customThe solvent is then evaporated off under reduced pressure
  2. customthe oily residue is chromatographed on a column of silica gel
  3. washeluting with a stepwise gradient of methanol and aqueous ammonia in dichloromethane (0:0:100 to 2:1:98)

출처 및 근거

ORD 기록
ord-2a30010c88fe4cd29478672b484c4d43
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846676B2

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