3,4-Difluorobenzyl alcohol → HCID 10322804, 화합물

HRID 750795노트

반응식

HRID 750795 반응식
CS[C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=2[Cl:16])[C:6]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)=[CH:5][N:4]=1.[F:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][C:32]=1[F:33])[CH2:28][OH:29]>CCCCCC.C(OCC)(=O)C>[F:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][C:32]=1[F:33])[CH2:28][O:29][C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=2[Cl:16])[C:6]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)=[CH:5][N:4]=1

참가 물질

4

반응물 2

HCID 5228333,4-Difluorobenzyl alcoholHCID 597539142-Methylthio-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine

생성물 1

HCID 10322804HCID 10322804, 화합물

시약·촉매·용매 1

HCID 21226206Ethyl acetate hexane용매

실험 절차

2-Methylthio-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine (from Reference Example 3) was reacted with 3,4-difluorobenzyl alcohol according to the procedures described in Example 1 to afford 2-(3,4-difluorobenzyloxy)-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine as the higher Rf product (95/5 hexane/ethyl acetate TLC. HPLC/MS: m/e=478 (M+); Rt=4.69 min; 1H-NMR 500 (CDCl3): δ 5.47 (s, 2H), 7.07 (d, J=9 Hz, 1H), 7.18-7.22 (m, 3H), 7.22-7.30 (m, 5H), 7.40 (d, J=2 Hz, 1H), 8.62 (s, 1H). 2-(3,4-Difluorobenzyloxy)-4-(2-chloro-4-thiomethylphenyl)-5-(4-chlorophenyl)pyrimidine was obtained as the lower Rf product which was the by-product of the thiomethyl anion displacement of the 4-chloro substituent on the 4-(2,4-dichlorophenyl) ring. HPLC/MS: m/e=489 (M+1); Rt=4.59 min; 1H-NMR 500 MHz (CDCl3): δ 2.52 (s, 3H), 5.47 (s, 2H), 7.0-7.10 (m, 2H), 7.15-7.21 (m, 3H), 7.24-7.30 (m, 3H), 7.40 (m, 2H), 8.60 (s, 1H).

출처 및 근거

ORD 기록
ord-6617733d5f804676bed7184d4c785006
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405221B2

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