Fumaric Acid → 3-[(4'-Nitro-1,1'-biphenyl-4-yl)oxy]quinuclidine hemifumarate

HRID 969974노트

반응식

HRID 969974 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH:17]3[CH:22]4[CH2:23][CH2:24][N:19]([CH2:20][CH2:21]4)[CH2:18]3)=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:25]([OH:32])(=[O:31])/[CH:26]=[CH:27]/[C:28]([OH:30])=[O:29]>C(OCC)(=O)C.C(O)C>[C:25]([OH:32])(=[O:31])/[CH:26]=[CH:27]/[C:28]([OH:30])=[O:29].[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]([O:16][CH:17]3[CH:22]4[CH2:23][CH2:24][N:19]([CH2:20][CH2:21]4)[CH2:18]3)=[CH:14][CH:15]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]([O:16][CH:17]3[CH:22]4[CH2:23][CH2:24][N:19]([CH2:20][CH2:21]4)[CH2:18]3)=[CH:14][CH:15]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

참가 물질

4

반응물 2

HCID 444972Fumaric AcidHCID 210726053-[(4'-Nitro-1,1'-biphenyl-4-yl)oxy]quinuclidine

생성물 1

HCID 1317267183-[(4'-Nitro-1,1'-biphenyl-4-yl)oxy]quinuclidine hemifumarate

시약·촉매·용매 1

HCID 21584252Ethanol ethylacetate용매

실험 절차

The product of Example 5A (33 mg, 0.1 mmol) in ethyl acetate/ethanol (3 mL, 1:1) was treated with fumaric acid (12 mg, 0.1 mmol) at ambient temperature for 10 hours. The title compound was obtained as a solid (14 mg, yield, 36%). 1H NMR (MeOH-d4, 300 MHz) δ 1.70-1.83 (m, 1H), 1.85-2.09 (m, 2H), 2.17-2.30 (m, 1H), 2.39-2.47 (m, 1H), 3.06-3.35 (m, 5H), 3.60-3.72 (m, 1H), 6.67 (s, 1H), 7.09 (dt, J=8.8, 2.5 Hz, 2H), 7.70 (dt, J=9.2, 2.3 Hz, 2H), 7.83 (dt, J=8.8, 2.4 Hz, 2H), 8.29 (dt, J=8.8, 2.3 Hz, 2H) ppm. MS (Cl/NH3): m/z 325 (M+H)+. Anal. Calculated for C19H20N2O3.0.5C4H4O4.0.35H2O: C, 64.89; H, 5.89; N, 7.21. Found: C, 64.82; H, 6.02; N, 6.95.

출처 및 근거

ORD 기록
ord-ce5eb59cdf6f411680c887af33dca654
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07309699B2

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