Diiodomethane → 5-iodo-1-(4-methoxyphenyl)-3-methyl-1H-pyrazole-4-carbonitrile

HRID 1410125노트

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HRID 1410125 반응식
N[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)[N:5]=[C:4]([CH3:15])[C:3]=1[C:16]#[N:17].[I:18]CI.N(OCCC(C)C)=O>CC#N>[I:18][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)[N:5]=[C:4]([CH3:15])[C:3]=1[C:16]#[N:17]

참가 물질

5

반응물 3

HCID 6346DiiodomethaneHCID 8053Isoamyl Nitrite2회HCID 671200415-amino-1-(4-methoxyphenyl)-3-methyl-1H-pyrazole-4-carbonitrile

생성물 1

HCID 671200735-iodo-1-(4-methoxyphenyl)-3-methyl-1H-pyrazole-4-carbonitrile수율 75%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
50 °C

실험 절차

To a stirred solution of 5-amino-1-(4-methoxyphenyl)-3-methyl-1H-pyrazole-4-carbonitrile (1.30 g, 5.70 mmol) in MeCN (8 mL) was added diiodomethane (1.93 mL, 23.9 mmol) followed by isoamyl nitrite (0.19 mL, 1.42 mmol). The reaction vessel was heated using a heating gun to initiate the reaction. After the rest of isoamyl nitrite (1.72 mL, 12.8 mmol) was added and the reaction was stirred for 1 hour at 50° C. The reaction was concentrated into silica and purified using silica gel (Heptane-CH2Cl21:0 to 0:1) gave 5-iodo-1-(4-methoxyphenyl)-3-methyl-1H-pyrazole-4-carbonitrile (1.45 g, 75%).

후처리

  1. temperatureThe reaction vessel was heated
  2. customthe reaction
  3. concentrationThe reaction was concentrated into silica
  4. custompurified

출처 및 근거

ORD 기록
ord-d214918534644e50beae569d624b6f7b
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921402B2

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