Fumaric Acid → N-1-azabicyclo[2.2.2]oct-3-yl-1,1'-biphenyl-4,4'-diamine Fumarate

HRID 970007

반응식

HRID 970007 반응식
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=3)=[CH:12][CH:11]=1)[CH2:2]2.[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]/[C:26]([OH:28])=[O:27]>C(OCC)(=O)C.CO>[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]/[C:26]([OH:28])=[O:27].[N:1]12[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]1)[CH:3]([NH:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]3[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=3)=[CH:14][CH:15]=1)[CH2:2]2

참가 물질

4

반응물 2

HCID 444972Fumaric AcidHCID 11380826N-1-azabicyclo[2.2.2]oct-3-yl-1,1'-biphenyl-4,4'-diamine

생성물 1

HCID 69434729N-1-azabicyclo[2.2.2]oct-3-yl-1,1'-biphenyl-4,4'-diamine Fumarate

시약·촉매·용매 1

HCID 21584119Ethylacetate methanol용매

실험 절차

The product of Example 24A (150 mg, 0.51 mmol) was treated with fumaric acid (Aldrich, 70 mg, 0.6 mmol) in ethyl acetate/methanol (10:1, 20 mL) at ambient temperature for 10 hours. The title compound was obtained as a solid (210 mg, yield, 99%): 1H NMR (MeOH-d4, 300 MHz) δ 1.81-1.92 (m, 1H), 2.02-2.15 (m, 2H), 2.22-2.35 (m, 2H), 3.02 (ddd, J=12.5, 4.7, 1.7 Hz, 1H) 3.24-3.44 (m, 4H), 3.77 (ddd, J=12.9, 9.2, 2.4 Hz, 1H), 3.90-4.02 (m, 1H), 6.64-6.72 (m, 4H), 6.81-6.90(m, 2H), 6.96-7.01 (m, 2H), 7.08-7.14 (m, 2H) ppm. MS (DCl/NH3) m/z 294 (M+H)+. Anal. Calculated for C19H23N3.1.2C4H4O4.0.3H2O: C, 65.25; H, 6.53; N, 9.59. Found: C, 65.20; H, 6.23; N, 9.28.

출처 및 근거

ORD 기록
ord-4c09f44c4cd443b28337a923ba432c07
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07309699B2

연결된 노트

불러오는 중…