3-(4-Piperidyl)-6-fluoro-1,2-benzisoxazole → 3-{2-[4-(6-Fluorobenzo[d]isoxazol-3-yl)-piperidin-1-yl]-vinyl}-2-methyl-6,7,8,9-tetrahydro-pyrido[1,2-a]pyrimidin-4-one

HRID 1271536노트

반응식

HRID 1271536 반응식
[CH3:1][C:2]1[N:3]=[C:4]2[CH2:15][CH2:14][CH2:13][CH2:12][N:5]2[C:6](=[O:11])[C:7]=1[CH2:8][CH:9]=O.[F:16][C:17]1[CH:31]=[CH:30][C:20]2[C:21]([CH:24]3[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)=[N:22][O:23][C:19]=2[CH:18]=1>C1(C)C=CC=CC=1>[F:16][C:17]1[CH:31]=[CH:30][C:20]2[C:21]([CH:24]3[CH2:25][CH2:26][N:27]([CH:9]=[CH:8][C:7]4[C:6](=[O:11])[N:5]5[CH2:12][CH2:13][CH2:14][CH2:15][C:4]5=[N:3][C:2]=4[CH3:1])[CH2:28][CH2:29]3)=[N:22][O:23][C:19]=2[CH:18]=1

참가 물질

4

반응물 2

HCID 8494213-(4-Piperidyl)-6-fluoro-1,2-benzisoxazoleHCID 102144672-(2-Methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-3-yl)acetaldehyde

생성물 1

HCID 865989853-{2-[4-(6-Fluorobenzo[d]isoxazol-3-yl)-piperidin-1-yl]-vinyl}-2-methyl-6,7,8,9-tetrahydro-pyrido[1,2-a]pyrimidin-4-one수율 97.4%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 2.96 g (14.33 mmoles) of (2-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-3-yl)-acetaldehyde (II), 3.16 g (14.33 mmoles) of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (IV) and 50 mL of toluene was transferred to a Dean Stark apparatus. The mixture was brought to boiling point, refluxed for 3 hours, and the solvent was evaporated under reduced pressure to give 5.70 g (97.3%) of 3-{2-[4-(6-fluorobenzo[d]isoxazol-3-yl)-piperidin-1-yl]-vinyl}-2-methyl-6,7,8,9-tetrahydro-pyrido[1,2-a]pyrimidin-4-one (III) as a deep orange solid. The compound thus obtained was pure enough as to be used in the subsequent reaction step with no prior purification or optionally crystallized from an organic solvent, preferably ethanol.

후처리

  1. temperaturerefluxed for 3 hours
  2. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-74beb3eedc224da1a6161a1fe29467c7
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07205405B2

반응 노트

불러오는 중…