Tin tetrachloride → HCID 118294255, 화합물

HRID 2205181노트

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HRID 2205181 반응식
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][NH:5][C:4](=[O:9])[N:3]=1.C(O[CH:14]1[C@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:17]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C@:16]([CH2:34][O:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)([CH:31]([F:33])[F:32])[O:15]1)(=O)C.Cl[Sn](Cl)(Cl)Cl.C([O-])(O)=O.[Na+]>CC#N>[C:20]([O:19][C@@H:18]1[C@H:17]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C@:16]([CH2:34][O:35][CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)([CH:31]([F:32])[F:33])[O:15][C@H:14]1[N:5]1[CH:6]=[C:7]([Cl:8])[C:2]([NH2:1])=[N:3][C:4]1=[O:9])(=[O:22])[CH3:21]

참가 물질

6

반응물 4

HCID 24287Tin tetrachlorideHCID 516892Sodium BicarbonateHCID 131735802HCID 131735802, 화합물HCID 178509020HCID 178509020, 화합물

생성물 1

HCID 118294255HCID 118294255, 화합물수율 37.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

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온도
25 °C

실험 절차

To a solution of 4-amino-5-chloropyrimidin-2(1H)-one 28 (0.336 g, 2.33 mmol) in anhydrous CH3CN (10 mL) was added BSA (0.945 g, 4.64 mmol) portion-wise while maintaining the reaction temperature at 25° C. After the reaction mixture became clear, compound 5 (0.54 g, 1.16 mmol) in CH3CN (2 mL) and SnCl4 (1.2 g, 4.64 mmol) was added into the mixture. The mixture was stirred at 65° C. for 1 h, then cooled and poured into saturated NaHCO3 solution (20 mL). The organic phase was extracted with ethyl acetate, washed with water, brine, dried (Na2SO4) and evaporated to dryness under reduced pressure. Purification by flash silica gel chromatography [dichloromethane:methanol (40:1)] gave 29 as a white solid (0.24 g, 31%). LC-MS: (M+H)+=550.1

후처리

  1. temperaturecooled
  2. extractionThe organic phase was extracted with ethyl acetate
  3. washwashed with water, brine
  4. dry with materialdried (Na2SO4)
  5. customevaporated to dryness under reduced pressure
  6. customPurification by flash silica gel chromatography [dichloromethane:methanol (40:1)]

출처 및 근거

ORD 기록
ord-51ae9e32612e44d198053b5bbe07ebe2
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09370569B2

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