3-Methoxytyramine → 1-Methyl-3-{N-[beta-(4-hydroxy-3-methoxyphenyl)ethyl]}carbamoylpyridinium iodide

HRID 4574

反応式

HRID 4574 の反応式
C[I:2].[I-].[CH3:4][N+:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11](=[O:23])[NH:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[C:17]([OH:22])[CH:16]=2)[CH:6]=1.[CH3:24]OC1C=C(C=CC=1O)CCN>>[I-:2].[CH3:4][N+:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11](=[O:23])[NH:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[C:17]([O:22][CH3:24])[CH:16]=2)[CH:6]=1

参加物

4

反応物 3

HCID 16693-MethoxytyramineHCID 6328Methyl iodideHCID 134734211-Methyl-3-{N-[beta-(3,4-dihydroxyphenyl)ethyl]carbamoyl}pyridinium iodide

生成物 1

HCID 140504251-Methyl-3-{N-[beta-(4-hydroxy-3-methoxyphenyl)ethyl]}carbamoylpyridinium iodide

実験手順

N-nicotinoyl-3-methoxytyramine was prepared by following the procedure used for the preparation of compound 7. The isolated crude amide was quaternized directly with methyl iodide following the method used for the preparation of compound 6a. Crystallization from methanol gave a yellow crystalline compound, m.p. 192°-194° C. with overall yield of 84%, calculated on the basis of 3-methoxytyramine starting material. NMR (D2O) closely similar to that of 6a except for the singlet at δ 3.66 for OCH3.

後処理

  1. customCrystallization from methanol
  2. customgave a yellow crystalline compound, m.p. 192°-194° C. with overall yield of 84%

出典と根拠

ORDレコード
ord-637be44371d74ee394c7fcecade573e7
出典データセット
uspto-grants-1988_02
特許番号
US04727079

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