Sodium ethoxide → 7-[(E)-2-{2-Isopentyloxy-3-methoxyphenyl}-1-ethenyl]-6-[4-(trifluoro methoxy)phenyl]-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

HRID 1642443노트

반응식

HRID 1642443 반응식
[CH3:1][C:2]1[N:3]=[C:4]2[S:22][CH:21]=[CH:20][N:5]2[C:6](=[O:19])[C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([O:14][C:15]([F:18])([F:17])[F:16])=[CH:10][CH:9]=1.[CH2:23]([O:28][C:29]1[C:36]([O:37][CH3:38])=[CH:35][CH:34]=[CH:33][C:30]=1[CH:31]=O)[CH2:24][CH:25]([CH3:27])[CH3:26].[O-]CC.[Na+]>C(O)C>[CH2:23]([O:28][C:29]1[C:36]([O:37][CH3:38])=[CH:35][CH:34]=[CH:33][C:30]=1/[CH:31]=[CH:1]/[C:2]1[N:3]=[C:4]2[S:22][CH:21]=[CH:20][N:5]2[C:6](=[O:19])[C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([O:14][C:15]([F:17])([F:18])[F:16])=[CH:10][CH:9]=1)[CH2:24][CH:25]([CH3:27])[CH3:26]

참가 물질

5

반응물 3

HCID 2723922Sodium ethoxideHCID 43471291HCID 43471291, 화합물HCID 66753265HCID 66753265, 화합물

생성물 1

HCID 444675317-[(E)-2-{2-Isopentyloxy-3-methoxyphenyl}-1-ethenyl]-6-[4-(trifluoro methoxy)phenyl]-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one수율 49.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The title compound was prepared by condensation of Intermediate 15 (350 mg, 1.071 mmol) with 2-isopentyloxy-3-methoxybenzaldehyde (334 mg, 1.501 mmol) in the presence of sodium ethoxide (146 mg, 2.147 mmol) in ethanol (15 ml) according to the procedure outlined in Example 24 to afford 280 mg of the desired product as a light yellow solid; 1H NMR (300 MHz, DMSO-d6) δ 0.93 (d, J=6.3 Hz, 6H), 1.45 (q, J=6.6 Hz, 2H), 1.85-1.91 (m, 1H), 3.77 (s, 3H), 3.86 (t, J=6.6 Hz, 2H), 6.86-6.94 (m, 2H), 7.00-7.06 (m, 2H), 7.46-7.51 (m, 5H), 7.99 (d, J=4.8 Hz, 1H), 8.07 (d, J=15.6 Hz, 1H); ESI-MS (m/z) 531.20 (M+H)+.

출처 및 근거

ORD 기록
ord-423da71ff4ed477b947c8d0e9b219516
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119647B2

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