Dichloromethane → 5-(Trifluoromethyl)-1,3-dihydro-2H-imidazo[4,5-B]pyridin-2-one

HRID 730843노트

반응식

HRID 730843 반응식
[F:1][C:2]([F:12])([F:11])[C:3]1[N:8]=[C:7]([NH2:9])[C:6]([NH2:10])=[CH:5][CH:4]=1.C1C(=O)N(OC(ON2C(=O)CCC2=O)=O)[C:15](=[O:16])C1.ClCCl>CC#N>[F:12][C:2]([F:1])([F:11])[C:3]1[N:8]=[C:7]2[NH:9][C:15](=[O:16])[NH:10][C:6]2=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 676246Di(succinimido) carbonate2회HCID 116798986-(Trifluoromethyl)pyridine-2,3-diamine

생성물 1

HCID 115574955-(Trifluoromethyl)-1,3-dihydro-2H-imidazo[4,5-B]pyridin-2-one

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of the pyridine-2,3-diamine (160 mg, 0.9 mmol) from step (b) above and N,N′-disuccinimidyl carbonate (250 mg, 0.9 mmol, Aldrich) in MeCN (5 mL) was stirred at room temperature for 13 h. Another batch of N,N′-disuccinimidyl carbonate (125 mg, 0.5 mmol, Aldrich) was added and the reaction mixture was heated at 75° C. for 90 min. The reaction mixture was cooled to room temperature and dichloromethane (20 mL) was added. The precipitate was filtered and dried under vacuo to give the title compound, which was used in the next step without additional purification. MS (ESI, pos. ion) m/z: 204 (M+1).

후처리

  1. temperaturethe reaction mixture was heated at 75° C. for 90 min
  2. temperatureThe reaction mixture was cooled to room temperature
  3. filtrationThe precipitate was filtered
  4. customdried under vacuo

출처 및 근거

ORD 기록
ord-721e84a5571c48f7aafe09f2ca09c33a
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582761B2

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