1-Hydroxybenzotriazole → 5-amino-2,4-difluoro-N-methylbenzamide

HRID 81459노트

반응식

HRID 81459 반응식
[NH2:1][C:2]1[C:3]([F:12])=[CH:4][C:5]([F:11])=[C:6]([CH:10]=1)[C:7](O)=[O:8].Cl.[CH3:14][N:15](C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C.Cl.CNO>C1COCC1>[NH2:1][C:2]1[C:3]([F:12])=[CH:4][C:5]([F:11])=[C:6]([CH:10]=1)[C:7]([NH:15][CH3:14])=[O:8]

참가 물질

7

반응물 5

HCID 757711-HydroxybenzotriazoleHCID 77906N-methylhydroxylamine hydrochlorideHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 210494315-Amino-2,4-difluorobenzoic acid

생성물 1

HCID 220191305-amino-2,4-difluoro-N-methylbenzamide수율 77.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5-amino-2,4-difluoro-benzoic acid (6 g, 34.6 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (13.3 g, 69.3 mmol) and 1-hydroxybenzotriazole (9.3 g, 69.3 mmol) was stirred in THF (100 ml). Diisopropylethylamine (7.2 ml, 41.5 mmol) and methylhydroxyamine hydrochloride (4.3 g, 51.9 mmol) were added thereto, and the solution was stirred for 5 hours. The resulting solution was extracted with ethylacetate and washed with salt solution. The resulting residue was recrystallized with diethylether to obtain the title compound 5 g (yield: 71%).

후처리

  1. extractionThe resulting solution was extracted with ethylacetate
  2. washwashed with salt solution
  3. customThe resulting residue was recrystallized with diethylether

출처 및 근거

ORD 기록
ord-521e82beb46b4d0d8f1480c4ab46e1cd
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846699B2

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