Ethyl 4-aminocyclohexanecarboxylate → HCID 66616211, 화합물

HRID 1046529

반응식

HRID 1046529 반응식
CS([C:4]1[N:9]=[C:8]([C:10]2[N:14]3[CH:15]=[CH:16][CH:17]=[C:18]([C:19]([OH:22])([CH3:21])[CH3:20])[C:13]3=[N:12][CH:11]=2)[CH:7]=[CH:6][N:5]=1)=O.[CH2:23]([O:25][C:26]([CH:28]1[CH2:33][CH2:32][CH:31]([NH2:34])[CH2:30][CH2:29]1)=[O:27])[CH3:24]>CN1C(=O)CCC1.O>[CH2:23]([O:25][C:26]([CH:28]1[CH2:33][CH2:32][CH:31]([NH:34][C:4]2[N:9]=[C:8]([C:10]3[N:14]4[CH:15]=[CH:16][CH:17]=[C:18]([C:19]([OH:22])([CH3:21])[CH3:20])[C:13]4=[N:12][CH:11]=3)[CH:7]=[CH:6][N:5]=2)[CH2:30][CH2:29]1)=[O:27])[CH3:24]

참가 물질

5

반응물 2

HCID 409963Ethyl 4-aminocyclohexanecarboxylateHCID 666162852-[3-(2-Methylsulfinyl-pyrimidin-4-yl)-imidazo[1,2-a]pyridin-8-yl]-propan-2-ol

생성물 1

HCID 66616211HCID 66616211, 화합물수율 84.5%

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
100 °C

실험 절차

A mixture of 2-[3-(2-methylsulfinyl-pyrimidin-4-yl)-imidazo[1,2-a]pyridin-8-yl]-propan-2-ol (0.19 g), 4-amino-cyclohexanecarboxylic acid ethyl ester (0.31 g) in NMP (2 mL) was stirred at 100° C. for 3 h. The reaction mixture was cooled to RT, and diluted with water. The resulting solid was filtered and dried, then purified by ISCO using 100% DCM to 10% MeOH/DCM. Fractions were collected, concentrated, and titurated with EtOAc/hexane. The resulting solid was filtered and dried at 50° C. under vacuum overnight to provide 4-{4-[8-(1-hydroxy-1-methyl-ethyl)-imidazo[1,2-a]pyridin-3-yl]-pyrimidin-2-ylamino}-cyclohexanecarboxylic acid ethyl ester (0.215 g).

후처리

  1. temperatureThe reaction mixture was cooled to RT
  2. filtrationThe resulting solid was filtered
  3. customdried
  4. custompurified by ISCO
  5. customFractions were collected
  6. concentrationconcentrated
  7. filtrationThe resulting solid was filtered
  8. customdried at 50° C. under vacuum overnight

출처 및 근거

ORD 기록
ord-1dd7c7df0772475aa911071df8d9509b
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569306B2

연결된 노트

불러오는 중…