4-Bromo-6-chloro-2,3-dihydropyridazin-3-one → 6-chloro-4-(1-ethyl-1H-pyrazol-3-ylamino)-2-methylpyridazin-3(2H)-one

HRID 872149노트

반응식

HRID 872149 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[CH:19]=[C:13]3CN(C)[CH2:16][CH2:17][N:12]3[N:11]=2)[C:5](=[O:8])[NH:6][N:7]=1.[CH2:20](N1C=CC(N)=N1)C.BrC1C(=O)NN=C(Cl)C=1>>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[CH:19]=[CH:13][N:12]([CH2:17][CH3:16])[N:11]=2)[C:5](=[O:8])[N:6]([CH3:20])[N:7]=1

참가 물질

4

반응물 3

HCID 115865224-Bromo-6-chloro-2,3-dihydropyridazin-3-oneHCID 121981091-ethyl-1H-pyrazol-3-amineHCID 585403166-chloro-4-(5-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ylamino)pyridazin-3(2H)-one

생성물 1

HCID 680579736-chloro-4-(1-ethyl-1H-pyrazol-3-ylamino)-2-methylpyridazin-3(2H)-one수율 94%

실험 절차

Using the same general procedure as described for the preparation of 101m, reaction of 1-ethyl-3-amino-1H-pyrazole (500 mg, 4.50 mmol) with 4-bromo-6-chloropyridazin-3(2H)-one (1.00 g, 4.50 mmol) afforded 102g in 94% yield (1.07 g) as an amorphous yellow solid: mp 173-175° C.; 1H NMR (300 MHz, DMSO-d6) δ 9.61 (s, 1H), 7.71 (s, 1H), 7.64 (d, J=2.4 Hz, 1H), 6.19 (d, J=2.4 Hz, 1H), 4.10 (q, J=7.2 Hz, 2H), 3.65 (s, 3H), 1.37 (t, J=7.2 Hz, 3H); MS (ESI+) m/z 254.0 (M+H).

출처 및 근거

ORD 기록
ord-ec2c0a4c4f21432aa2a14ab2811ee4fe
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975260B2

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