Acetic Acid → 6-Chloro-1H-imidazo[4,5-C]pyridine-4-carbonitrile

HRID 2079552노트

반응식

HRID 2079552 반응식
[NH2:1][C:2]1[C:3]([C:10]#[N:11])=[N:4][C:5]([Cl:9])=[CH:6][C:7]=1[NH2:8].[CH2:12](OC(OCC)OCC)C.CC(O)=O>C(Cl)Cl>[Cl:9][C:5]1[N:4]=[C:3]([C:10]#[N:11])[C:2]2[N:1]=[CH:12][NH:8][C:7]=2[CH:6]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 31214Ethyl orthoformateHCID 592183443,4-Diamino-6-chloropyridine-2-carbonitrile

생성물 1

HCID 451205836-Chloro-1H-imidazo[4,5-C]pyridine-4-carbonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 3,4-diamino-6-chloropicolinonitrile (3.2 g), triethylorthoformate (16 ml) and AcOH (5.4 ml) was heated to 150° C. in DCM (16 ml) in a microwave for 15 minutes. Solvent was evaporated, residue was dissolved in EtOAc (250 mL) and washed with water (150 mL). Organic layer was dried over sodium sulphate. Solvent was evaporated under reduced pressure to yield 6-chloro-1H-imidazo[4,5-c]pyridine-4-carbonitrile (2.2 g).

후처리

  1. customSolvent was evaporated
  2. dissolutionresidue was dissolved in EtOAc (250 mL)
  3. washwashed with water (150 mL)
  4. dry with materialOrganic layer was dried over sodium sulphate
  5. customSolvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-43b04cbf6f794fea943b7891296d06d4
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932251B2

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