1-Acetylnaphthalene → Win 551212 mesylate

HRID 974136노트

반응식

HRID 974136 반응식
[N:1]1([CH2:7][CH:8]2[N:13](N)[C:12]3[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=3[O:10][CH2:9]2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[C:19]1([C:29](=[O:34])[CH2:30][C:31](=O)[CH3:32])[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][CH:20]=1.[N+](C1C=[C:40]([S:44]([OH:47])(=[O:46])=[O:45])C=CC=1)([O-])=O.N1C=CC=CC=1.C1(C(C)=O)C2C(=CC=CC=2)C=CC=1.[H-].[Na+]>CN(C=O)C.C1(C)C=CC=CC=1.C(OCC)C.C(O)C.C(OCC)(=O)C>[CH3:40][S:44]([OH:47])(=[O:46])=[O:45].[N:1]1([CH2:7][CH:8]2[N:13]3[C:31]([CH3:32])=[C:30]([C:29]([C:19]4[C:28]5[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=5)[CH:22]=[CH:21][CH:20]=4)=[O:34])[C:15]4[CH:16]=[CH:17][CH:18]=[C:11]([C:12]=43)[O:10][CH2:9]2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

참가 물질

11

반응물 5

HCID 136631-AcetylnaphthaleneHCID 24758Sodium hydrideHCID 12118017HCID 12118017, 화합물HCID 15169762HCID 15169762, 화합물HCID 193668001-(Naphthalen-1-yl)butane-1,3-dionato

생성물 1

HCID 19366775Win 551212 mesylate

시약·촉매·용매 5

HCID 702Ethanol용매HCID 1140Toluene용매HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

Following a procedure similar to that described in Example 2A above, (+)-3-(4-morpholinylmethyl) -5-methyl-6-(1-naphthylcarbonyl)-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazine methanesulfonate (11.6 g from methanol/diethyl ether), m.p. 256°-259° C., [α]D25 =+40.2° (1% in DMF) was prepared by reaction of 15.5 g (0.062 mole) of (+)-3-(4-morpholinylmethyl)-4-amino-3,4-dihydro-2H-1,4-benzoxazine with 15.8 g (0.075 mole) of 4-(1-naphthyl)-2,4-butanedione in 500 ml of toluene in the presence of a catalytic amount of pyridine 3-nitrobenzenesulfonate (the 2,4-diketone being prepared by reaction of methyl 1-naphthyl ketone with ethyl acetate in the presence of sodium hydride and ethanol in diethyl ether), followed by cyclization of the resulting hydrazone by refluxing the latter in 300 ml of glacial acetic acid and recrystallization of the product from methanol/diethyl ether.

후처리

  1. temperatureby refluxing the
  2. customlatter in 300 ml of glacial acetic acid and recrystallization of the product from methanol/diethyl ether

출처 및 근거

ORD 기록
ord-66494563d78e44799e028501536b2afe
출처 데이터셋
uspto-grants-1991_11
특허 번호
US05066803

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