Sodium hydride → 3-(3-amino4-chloro-6-fluoro-2-methoxyphenyl)-6-trifluoromethyl-2,4-(1H,3H)-pyrimidinedione

HRID 1421464

반응식

HRID 1421464 반응식
C[Si](C)(C)[O-].[Na+].[NH2:7]/[C:8](/[C:15]([F:18])([F:17])[F:16])=[CH:9]\[C:10]([O:12]CC)=O.[NH2:19][C:20]1[C:21]([O:34][CH3:35])=[C:22]([NH:28][C:29](=O)[O:30]CC)[C:23]([F:27])=[CH:24][C:25]=1[Cl:26].C1CCN2C(=NCCC2)CC1.[H-].[Na+]>CN(C=O)C>[NH2:19][C:20]1[C:21]([O:34][CH3:35])=[C:22]([N:28]2[C:10](=[O:12])[CH:9]=[C:8]([C:15]([F:16])([F:17])[F:18])[NH:7][C:29]2=[O:30])[C:23]([F:27])=[CH:24][C:25]=1[Cl:26]

참가 물질

7

반응물 5

HCID 24758Sodium hydrideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene2회HCID 5702529Ethyl 3-amino-4,4,4-trifluorocrotonateHCID 18315064ethyl N-(3-amino4-chloro-6-fluoro-2-methoxyphenyl)carbamateHCID 23672319Sodium trimethylsilanolate2회

생성물 1

HCID 183150803-(3-amino4-chloro-6-fluoro-2-methoxyphenyl)-6-trifluoromethyl-2,4-(1H,3H)-pyrimidinedione

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

This compound was prepared using 4.0 grams (0.036 mole) of sodium trimethylsilanolate, 6.6 grams (0.036 mole) of ethyl 3-amino-4,4,4-trifluorocrotonate, 8.5 grams (0.032 mole) of ethyl N-(3-amino-4-chloro-6-fluoro-2-methoxyphenyl)carbamate, and 2.2 grams (0.014 mole) of DBU in 75 mL of DMF. This preparation differs from well-known literature preparations for pyrimidinedione rings in that sodium trimethylsilanolate and DBU were used rather than sodium hydride. The yield of title compound was 1.7 grams. The NMR spectrum was consistent with the proposed structure.

후처리

  1. customThis compound was prepared

출처 및 근거

ORD 기록
ord-092b86f4bcff4e1d8b4cd4c70f8ec8f7
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06077812

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