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

HRID 650538ノート

反応式

HRID 650538 の反応式
[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

参加物

5

反応物 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

生成物 1

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

実験手順

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).

出典と根拠

ORDレコード
ord-94e0639fa9cf42209623e196ce4858d2
出典データセット
uspto-grants-2001_08
特許番号
US06274600B1

反応ノート

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