Sodium ethoxide → 2-{(E)-2-[(2-Methoxyethoxy)-3-methoxyphenyl]-1-ethenyl}-3-(4-trifluoro methylphenyl)-4H-benzo[4,5][1,3]thiazolo-[3,2-a]pyrimidin-4-one

HRID 1642461노트

반응식

HRID 1642461 반응식
[CH3:1][C:2]1[N:3]=[C:4]2[N:8]([C:9](=[O:21])[C:10]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1)[C:7]1[CH:22]=[CH:23][CH:24]=[CH:25][C:6]=1[S:5]2.[CH3:26][O:27][CH2:28][CH2:29][O:30][C:31]1[C:38]([O:39][CH3:40])=[CH:37][CH:36]=[CH:35][C:32]=1[CH:33]=O.[O-]CC.[Na+]>C(O)C>[CH3:26][O:27][CH2:28][CH2:29][O:30][C:31]1[C:38]([O:39][CH3:40])=[CH:37][CH:36]=[CH:35][C:32]=1/[CH:33]=[CH:1]/[C:2]1[N:3]=[C:4]2[S:5][C:6]3[CH:25]=[CH:24][CH:23]=[CH:22][C:7]=3[N:8]2[C:9](=[O:21])[C:10]=1[C:11]1[CH:12]=[CH:13][C:14]([C:17]([F:18])([F:19])[F:20])=[CH:15][CH:16]=1

참가 물질

5

반응물 3

HCID 2723922Sodium ethoxideHCID 230098862-(2-Methoxyethoxy)-3-methoxybenzaldehydeHCID 66753266HCID 66753266, 화합물

생성물 1

HCID 444680832-{(E)-2-[(2-Methoxyethoxy)-3-methoxyphenyl]-1-ethenyl}-3-(4-trifluoro methylphenyl)-4H-benzo[4,5][1,3]thiazolo-[3,2-a]pyrimidin-4-one수율 46.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The title compound was synthesized by condensation of Intermediate 23 (250 mg, 0.690 mmol) with 2-(2-methoxyethoxy)-3-methoxybenzaldehyde (218 mg, 0.970 mmol) in presence of sodium ethoxide (94 mg, 1.380 mmol) in ethanol (15 ml) according to the procedure outlined in Example 24 to give 178 mg of the desired product as a pale yellow solid; 1H NMR (300 MHz, DMSO-d6) δ 3.37 (s, 3H), 3.50 (br s, 2H), 3.78 (s, 3H), 4.04 (br s, 2H), 6.82 (d, J=15.6 Hz, 1H), 6.94-6.95 (m, 1H), 7.00-7.02 (m, 2H), 7.55-7.57 (m, 2H), 7.62-7.64 (m, 2H), 7.84-7.86 (m, 2H), 8.05-8.07 (m, 1H), 8.27 (d, J=15.6 Hz, 1H), 8.85-8.87 (m, 1H); ESI-MS (m/z) 553.81 (M+H)+.

출처 및 근거

ORD 기록
ord-fa961101165449ae9aca8c4135982736
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119647B2

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