Triethylamine → N-[2-(1-Piperidyl)propyl]-3-methylflavone-8-carboxamide

HRID 1248577노트

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HRID 1248577 반응식
[CH3:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[C:6]([C:13](O)=[O:14])[CH:7]=[CH:8][CH:9]=2)[O:4][C:3]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(N(CC)CC)C.C(Cl)(=O)OCC.[N:35]1([CH:41]([CH3:44])[CH2:42][NH2:43])[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1>O1CCCC1>[N:35]1([CH:41]([CH3:44])[CH2:42][NH:43][C:13]([C:6]2[CH:7]=[CH:8][CH:9]=[C:10]3[C:5]=2[O:4][C:3]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:2]([CH3:1])[C:11]3=[O:12])=[O:14])[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 770163-Methylflavone-8-carboxylic acidHCID 124554092-(Piperidin-1-yl)propan-1-amine

생성물 1

HCID 13388197N-[2-(1-Piperidyl)propyl]-3-methylflavone-8-carboxamide수율 71.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

To a solution of 4.00 g of 3-methylflavone-8-carboxylic acid and 1.98 ml of triethylamine in 74 ml of anhydrous tetrahydrofuran was added a solution of 1.50 ml of ethyl chlorocarbonate in 15 ml of anhydrous tetrahydrofuran under ice-cooling and the mixture was stirred for 1 hour. To the mixture, a solution of 2.03 g of 2-piperidinopropylamine in 20 ml of anhydrous tetrahydrofuran was added and the mixture was stirred for 1.5 hours under ice-cooling and further at room temperature for 16 hours. The reaction mixture was treated by the same procedure as in Examples 3(b) to give 4.15 g of colorless crystals, which were recrystallized from ethyl acetate as colorless needles, m.p. 106.5°-108.5° C.

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred for 1.5 hours under ice-
  3. additionThe reaction mixture was treated by the same procedure as in Examples 3(b)

출처 및 근거

ORD 기록
ord-ff73ddac30514135a893d04a371c2dca
출처 데이터셋
uspto-grants-1985_06
특허 번호
US04525356

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