1,3-Benzodioxole-5-carboxylic acid → 1-(1,3-Benzodioxol-5-ylcarbonyl)-1,2,3,6-tetrahydro-pyridine

HRID 650538노트

반응식

HRID 650538 반응식
[C:1]([C:8]1NC=CN=1)([C:3]1[NH:4][CH:5]=[CH:6]N=1)=O.[C:13](O)(=[O:23])[C:14]1[CH:22]=[CH:21][C:20]2[O:19][CH2:18][O:17][C:16]=2[CH:15]=1.C(Cl)(=O)C1C=CC2OCOC=2C=1.N1CC=CCC1>>[O:19]1[C:20]2[CH:21]=[CH:22][C:14]([C:13]([N:4]3[CH2:5][CH:6]=[CH:8][CH2:1][CH2:3]3)=[O:23])=[CH:15][C:16]=2[O:17][CH2:18]1

참가 물질

5

반응물 4

HCID 71961,3-Benzodioxole-5-carboxylic acidHCID 127501,2,3,6-TetrahydropyridineHCID 27347491,3-Benzodioxole-5-carbonyl chlorideHCID 5250894Bis-(1H-imidazol-2-YL)-methanone

생성물 1

HCID 117760631-(1,3-Benzodioxol-5-ylcarbonyl)-1,2,3,6-tetrahydro-pyridine

실험 절차

The product amide is made by the method employed for the preparation of Invention Compound V, which uses carbonyl diimidazole in order to activate piperonylic acid, or piperonyloyl chloride (available from Aldrich) can be combined with 1,2,3,6-tetrahydropyridine either in a suitable anhydrous solvent or without solvent. In either case, the isolation of product is performed in the same manner as done for Invention Compound V to give Invention Compound III as a white solid. EIMS m/z=231 (parent, 149 (base), and 121. 1H NMR δ 2.21 (br s, 2), 3.4-4.3 (br m, 4), 5.87 (m, 2), 6.00 (s, 2), 6.83 (d, 1, J=7.84 Hz), and 6.92-6.96 (dd and d, 2). 13C NMR δ 101.3 (—OCH2O—) and 169.9 ppm (carbonyl).

출처 및 근거

ORD 기록
ord-94e0639fa9cf42209623e196ce4858d2
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06274600B1

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