5-Chloro-2-methyl-1,8-naphthyridine → 2-(7-Methyl-[1,8]naphthyridin-4-ylamino)-biphenyl-4-carboxylic acid methyl ester

HRID 2358806

반응식

HRID 2358806 반응식
Cl[C:2]1[CH:11]=[CH:10][N:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([CH3:12])=[N:7]2.[CH3:13][O:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:19]([NH2:29])[CH:18]=1)=[O:16]>>[CH3:13][O:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[C:19]([NH:29][C:2]2[C:3]3[C:8](=[N:7][C:6]([CH3:12])=[CH:5][CH:4]=3)[N:9]=[CH:10][CH:11]=2)[CH:18]=1)=[O:16]

참가 물질

3

반응물 2

HCID 122663725-Chloro-2-methyl-1,8-naphthyridineHCID 67497797Methyl 2-amino-[1,1'-biphenyl]-4-carboxylate

생성물 1

HCID 684591442-(7-Methyl-[1,8]naphthyridin-4-ylamino)-biphenyl-4-carboxylic acid methyl ester

실험 절차

The product from Example 1d (0.0552 g, 0.309 mmol) was reacted with the product from Example 212c (0.070 g, 0.309 mmol) for 92 h following the procedure of Example 1g giving the crude title compound, which was purified by HPLC with AA. The resulting solid was triturated with 4N HCl in dioxane to generate the hydrochloride salt which was collected by vacuum filtration (0.0747 g, 55%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.72 (s, 3 H) 3.91 (s, 3 H) 6.27 (d, J=6.99 Hz, 1 H) 7.30 (m, J=6.99 Hz, 3 H) 7.52 (m, 2 H) 7.74 (d, J=8.82 Hz, 1 H) 7.79 (d, J=8.09 Hz, 1 H) 8.09 (d, J=1.47 Hz, 1 H) 8.16 (dd, J=7.91, 1.65 Hz, 1 H) 8.30 (d, J=6.99 Hz, 1 H) 9.15 (d, J=8.82 Hz, 1 H) 11.54 (s, 1 H); MS (ESI+) m/z 369.9 (M+H)+.

출처 및 근거

ORD 기록
ord-24bfcdb4f6e94fc5a023258b29e688f6
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07763731B2

연결된 노트

불러오는 중…