Acetonitrile → 5-bromo-N-(5-(4-methoxyphenyl)-1H-pyrazol-3-yl)pentanamide

HRID 1695207

반응식

HRID 1695207 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:13][N:12]=[C:11]([NH2:14])[CH:10]=2)=[CH:5][CH:4]=1.C(N(C(C)C)CC)(C)C.C(#N)C.[Br:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32](Cl)=[O:33]>CN(C=O)C>[Br:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]([NH:14][C:11]1[CH:10]=[C:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[NH:13][N:12]=1)=[O:33]

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 81531DiisopropylethylamineHCID 5211735-Bromovaleryl chlorideHCID 27564693-Amino-5-(4-methoxyphenyl)pyrazole

생성물 1

HCID 577800445-bromo-N-(5-(4-methoxyphenyl)-1H-pyrazol-3-yl)pentanamide수율 70%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 5-(4-methoxyphenyl)-1H-pyrazol-3-amine and diisopropylethylamine in 10 volumes of a 9:1 mixture of acetonitrile:DMF was cooled to −10° C. 5-Bromovaleryl chloride was added dropwise over a minimum of 3 hr at −10° C. The resulting solution was held at −10° C. until reaction completion, generally 2 hr. The reaction mixture was quenched with water. The product was isolated by filtration, washed with water, TBME and suction dried. The product-wet cake was purified by re-slurrying in TBME at 35° C. for a minimum of 2 hr. The yield was 70-80%.

후처리

  1. customThe resulting solution was held at −10° C. until reaction completion, generally 2 hr
  2. customThe reaction mixture was quenched with water
  3. customThe product was isolated by filtration
  4. washwashed with water, TBME and suction
  5. customdried
  6. customThe product-wet cake was purified by re-slurrying in TBME at 35° C. for a minimum of 2 hr

출처 및 근거

ORD 기록
ord-683875a419054f5bad35ae15022f4db4
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163729B2

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