1-(2,4-Bis-trifluoromethyl-benzyl)-3-iodo-1H-indazole-5-carbaldehyde → 1-[2,4-bis(trifluoromethyl)benzyl]-3-cyano-1H-indazol-5-carbaldehyde

HRID 2400971노트

반응식

HRID 2400971 반응식
[F:1][C:2]([F:27])([F:26])[C:3]1[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[CH:18][C:4]=1[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([CH:15]=[O:16])=[CH:12][CH:13]=2)[C:8](I)=[N:7]1.[C:28]([Cu])#[N:29]>CN(C=O)C>[F:1][C:2]([F:27])([F:26])[C:3]1[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[CH:18][C:4]=1[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([CH:15]=[O:16])=[CH:12][CH:13]=2)[C:8]([C:28]#[N:29])=[N:7]1

참가 물질

4

반응물 2

HCID 866545851-(2,4-Bis-trifluoromethyl-benzyl)-3-iodo-1H-indazole-5-carbaldehydeHCID 178418546HCID 178418546, 화합물

생성물 1

HCID 866597001-[2,4-bis(trifluoromethyl)benzyl]-3-cyano-1H-indazol-5-carbaldehyde

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
170 °C

실험 절차

A mixture of 1-[2,4-bis(trifluoromethyl)benzyl]-3-iodo-1H-indazol-5-carbaldehyde (2 mmol) and CuCN (5 mmol) in DMF (5 mL) was heated under microwave irradiation at 170° C. for 30 min. The mixture was partitioned between EtOAc and water. The EtOAc extracts were combined, washed with brine, dried (Na2SO4) and concentrated. The residue was purified by flash chromatography (EtOAc/hexanes 1:4 v/v) to afford 1-[2,4-bis(trifluoromethyl)benzyl]-3-cyano-1H-indazol-5-carbaldehyde as a white solid.

후처리

  1. customThe mixture was partitioned between EtOAc and water
  2. washwashed with brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated
  5. customThe residue was purified by flash chromatography (EtOAc/hexanes 1:4 v/v)

출처 및 근거

ORD 기록
ord-c54e8649754642ed9ac119210334c214
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08796256B2

반응 노트

불러오는 중…