Potassium Carbonate → (+)-7-([5-(1-cyclopropyl-2,2,2-trifluoro-1-hydroxyethyl)-1,3-thiazol-2-yl]thio}-4-(4-fluorophenyl)-2H-chromen-2-one

HRID 2116650

반응식

HRID 2116650 반응식
Br[C:2]1[CH:11]=[C:10]2[C:5]([C:6]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)=[CH:7][C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1.[CH:20]1([C:23]([C:29]2[S:33][C:32]([SH:34])=[N:31][CH:30]=2)([OH:28])[C:24]([F:27])([F:26])[F:25])[CH2:22][CH2:21]1.C(=O)([O-])[O-].[K+].[K+]>CN1C(=O)CCC1>[CH:20]1([C:23]([C:29]2[S:33][C:32]([S:34][C:2]3[CH:11]=[C:10]4[C:5]([C:6]([C:13]5[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=5)=[CH:7][C:8](=[O:12])[O:9]4)=[CH:4][CH:3]=3)=[N:31][CH:30]=2)([OH:28])[C:24]([F:26])([F:25])[F:27])[CH2:22][CH2:21]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 233702437-Bromo-4-(4-fluorophenyl)-chromen-2-oneHCID 178519846HCID 178519846, 화합물

생성물 1

HCID 11363891(+)-7-([5-(1-cyclopropyl-2,2,2-trifluoro-1-hydroxyethyl)-1,3-thiazol-2-yl]thio}-4-(4-fluorophenyl)-2H-chromen-2-one

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

Employing the procedure described in Example 1, Step 3, with 7-bromo-4-(4-fluorophenyl)-2H-chromen-2-one, (+)-1-cyclopropyl-2,2,2-trifluoro-1-(2-mercapto-1,3-thiazol-5-yl)ethanol and potassium carbonate in NMP at 120° C., the title compound was obtained. 1H NMR (400 MHz, acetone-d6): δ 8.00 (s, 1H), 7.68 (m, 2H), 7.56-7.60 (m, 2H), 7.48 (dd, 1H), 7.39 (t, 2H), 6.43 (s, 1H), 5.88 (s, 1H), 1.65 (m, 1H), 0.82 (m, 1H), 0.54-0.71 (m, 3H); [α]D=+29.4° (c=1, EtOH).

출처 및 근거

ORD 기록
ord-032f245c6b6348a19045065b0f662fc3
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07439260B2

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