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 2384807노트

반응식

HRID 2384807 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.[Cu][C:29]#[N:30]>CN(C)C=O>[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:29]#[N:30])=[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

실험 절차

A 5 mL microwave reaction vessel was charged with 1-(2,4-Bis-trifluoromethyl-benzyl)-3-iodo-1H-indazole-5-carbaldehyde (300 mg, 0.6 mmol), copper (I) cyanide (135 mg, 1.5 mmol), and N,N-dimethylformamide (4 mL). The vessel was sealed and subjected to microwave irradiation at 185° C. for 15 min. The reaction mixture was partitioned between EtOAc and water. The organic layers were washed with brine, dried over Na2SO4, and evaporated. The crude residue was purified by flash column chromatography on silica gel, eluting with EtOAc/hexanes (1:4 v/v), to afford the title compound as a white solid.

후처리

  1. customThe vessel was sealed
  2. customirradiation at 185° C. for 15 min
  3. customThe reaction mixture was partitioned between EtOAc and water
  4. washThe organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. customevaporated
  7. customThe crude residue was purified by flash column chromatography on silica gel
  8. washeluting with EtOAc/hexanes (1:4 v/v)

출처 및 근거

ORD 기록
ord-243eeafdcb8e4254b49337cdd6d2e4a4
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263781B2

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