(3,4-dihydro-1H-isochromen-1-ylmethyl)amine → (6-Chloro-2-methoxy-pyrimidin-4-yl)-isochroman-1-ylmethyl-amine

HRID 2110783노트

반응식

HRID 2110783 반응식
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([O:9][CH3:10])[N:3]=1.[CH:11]1([CH2:21][NH2:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH2:13][O:12]1.C([O-])(O)=O.[Na+]>CCO.O>[Cl:8][C:6]1[N:5]=[C:4]([O:9][CH3:10])[N:3]=[C:2]([NH:22][CH2:21][CH:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14][CH2:13][O:12]2)[CH:7]=1

참가 물질

6

반응물 3

HCID 209070(3,4-dihydro-1H-isochromen-1-ylmethyl)amineHCID 516892Sodium BicarbonateHCID 120521604,6-Dichloro-2-methoxypyrimidine

생성물 1

HCID 86615712(6-Chloro-2-methoxy-pyrimidin-4-yl)-isochroman-1-ylmethyl-amine수율 109.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A mixture of 4,6-dichloro-2-methoxy-pyrimidine (0.45 g, 2.5 mmol), C-isochroman-1-yl-methylamine (0.53 g, 3.2 mmol), and NaHCO3 (0.63 g, 7.5 mmol) in EtOH (5 mL) is heated to reflux for 4 h. The mixture is diluted with water, concentrated in vacuo. The residue is partitioned between EtOAc and water, and extracted with EtOAc. The extracts are dried (Na2SO4), and concentrated to afford (6-chloro-2-methoxy-pyrimidin-4-yl)-isochroman-1-ylmethyl-amine (0.84 g). LCMS: RT=2.94 minutes; MS: 306 (M+H).

후처리

  1. temperatureis heated
  2. temperatureto reflux for 4 h
  3. concentrationconcentrated in vacuo
  4. customThe residue is partitioned between EtOAc and water
  5. extractionextracted with EtOAc
  6. dry with materialThe extracts are dried (Na2SO4)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a4af887acab34f84937aea23cea460dc
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07517889B2

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