Isopropanol → HCID 67214738, 화합물

HRID 2420792노트

반응식

HRID 2420792 반응식
[NH2:1][C:2]1[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:5][NH:4][N:3]=1.[C:12]1([CH3:26])[CH:17]=[C:16]([CH3:18])[CH:15]=[C:14]([CH3:19])[C:13]=1[CH:20]=[C:21]([C:24]#[N:25])[C:22]#[N:23].C(O)(C)C>N1C=CC=CC=1>[NH2:25][C:24]1[N:3]2[N:4]=[CH:5][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:2]2[N:1]=[C:20]([C:13]2[C:12]([CH3:26])=[CH:17][C:16]([CH3:18])=[CH:15][C:14]=2[CH3:19])[C:21]=1[C:22]#[N:23]

참가 물질

5

반응물 3

HCID 3776IsopropanolHCID 5930572-[(2,4,6-Trimethylphenyl)methylene]propanedinitrile2회HCID 178469928HCID 178469928, 화합물

생성물 1

HCID 67214738HCID 67214738, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A solution of 155 mg (1 mmol) of 3-amino-4-carbethoxypyrazole and 196 mg (1 mmol) of (mesitylmethylene)malononitrile (Intermediate 3) in 3 mL of anhydrous pyridine was stirred at reflux under air for 3 days and then cooled and concentrated in vacuo. Because LC-MS indicated the presence of considerable dihydro intermediate, 112 mg (0.49 mmol) of 2,3-dichloro-5,6-cyano-1,4-benzoquinone (DDQ) and 3 mL of isopropanol were added to the residue, and the mixture was stirred at ambient temperature for 1 h. The mixture was concentrated in vacuo, and the residue was purified by flash chromatography on silica gel (elution with 2% methanol in dichloromethane) to give the title compound as an orange solid. LC-MS 350 (M+1).

후처리

  1. temperatureat reflux under air for 3 days
  2. temperaturecooled
  3. concentrationconcentrated in vacuo
  4. additionwere added to the residue
  5. concentrationThe mixture was concentrated in vacuo
  6. customthe residue was purified by flash chromatography on silica gel (elution with 2% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-6bcfea483b7845eea928544d81b5a7c9
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07956061B2

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