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5-Chloro-2-methyl-1,8-naphthyridine → 4-[2-(7-Methyl-[1,8]naphthyridin-4-ylamino)-4-phenoxymethyl-phenylsulfanyl]-phenol

HRID 2358821
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HRID 2358821 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.[NH2:13][C:14]1[CH:19]=[C:18]([CH2:20][O:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:17]=[CH:16][C:15]=1[S:28][C:29]1[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=1>>[CH3:12][C:6]1[N:7]=[C:8]2[C:3]([C:2]([NH:13][C:14]3[CH:19]=[C:18]([CH2:20][O:21][C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH:17]=[CH:16][C:15]=3[S:28][C:29]3[CH:30]=[CH:31][C:32]([OH:35])=[CH:33][CH:34]=3)=[CH:11][CH:10]=[N:9]2)=[CH:4][CH:5]=1
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참가 물질

3

반응물 2

HCID 122663725-Chloro-2-methyl-1,8-naphthyridineHCID 684602104-(2-Amino-4-phenoxymethyl-phenylsulfanyl)-phenol

생성물 1

HCID 684617964-[2-(7-Methyl-[1,8]naphthyridin-4-ylamino)-4-phenoxymethyl-phenylsulfanyl]-phenol

실험 절차

The product from Example 1d (0.037 g, 0.205 mmol) was reacted with the product from Example 221d (0.066 g, 0.205 mmol) for 16.5 hours following the procedure from Example 1g giving the crude title compound which was purified by HPLC with TFA providing the product as a trifluoroacetic acid salt (0.041 g, 34%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.77 (s, 3 H) 5.13 (s, 2 H) 6.31 (d, J=6.99 Hz, 1 H) 6.79 (d, J=8.46 Hz, 2 H) 6.88-7.12 (m, 4 H) 7.20-7.36 (m, 4 H) 7.46-7.56 (m, 2 H) 7.81 (d, J=8.82 Hz, 1 H) 8.48 (d, J=6.99 Hz, 1 H) 9.02 (d, J=8.46 Hz, 1 H) 10.01 (s, 1H); MS (ESI+) m/z 466.3 (M+H)+; (ESI−) m/z 464.2 (M−H)−.

출처 및 근거

ORD 기록
ord-2046dfbcd85f4859964dd5de5ea64cd8
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07763731B2

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