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

HRID 730843ノート

反応式

HRID 730843 の反応式
[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

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 676246Di(succinimido) carbonate2 回HCID 116798986-(Trifluoromethyl)pyridine-2,3-diamine

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-721e84a5571c48f7aafe09f2ca09c33a
出典データセット
uspto-grants-2009_09
特許番号
US07582761B2

反応ノート

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