Water → HCID 178461553, 화합물

HRID 876515노트

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HRID 876515 반응식
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[N:3]=1.[CH3:17][C@H:18]1[O:23][C@@H:22]([CH3:24])[CH2:21][NH:20][CH2:19]1.CCN(C(C)C)C(C)C.O>CC(N(C)C)=O>[CH3:24][C@@H:22]1[O:23][C@H:18]([CH3:17])[CH2:19][N:20]([C:2]2[N:10]=[C:9]3[C:5]([N:6]=[CH:7][NH:8]3)=[C:4]([N:11]3[CH2:16][CH2:15][O:14][CH2:13][CH2:12]3)[N:3]=2)[CH2:21]1

참가 물질

6

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 6415002,6-Dimethylmorpholine, cis-HCID 32746034-(2-chloro-9H-purin-6-yl)morpholine

생성물 1

HCID 178461553HCID 178461553, 화합물수율 98.3%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

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온도
130 °C

실험 절차

To the solution of 2-chloro-6-morpholin-4-yl-9H-purine (1.5 g, 6.26 mmol) in DMA (5 mL) was added cis-2,6 dimethylmorpholine (1.42 g, 12.52 mmol), followed by DIPEA (2.1 mL, 12.02 mmol). The mixture was stirred at 130° C. for 40 hours. Upon completion of the reaction, the solution was poured into water. The aqueous layer was extracted with EtOAc three times. The combined organic layers were dried over Na2SO4, filtered and the solvent was removed under reduced pressure to provide 2-((2S,6R)-2,6-dimethyl-morpholin-4-yl)-6-morpholin-4-yl-9H-purine (1.96 g, 98%) as a yellow solid. LC/MS analysis method 7, mass (ES+) m/z 319.2 1HNMR (DMSO-d6): 12.37 (1H, s), 7.76 (1H, s), 4.38 (2H, d), 4.12 (4H, brs), 3.69 (4H, m), 3.54 (2H, m), 2.40 (2H, m), 1.14 (6H, d).

후처리

  1. customUpon completion of the reaction
  2. extractionThe aqueous layer was extracted with EtOAc three times
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. filtrationfiltered
  5. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-c26f0c6e375848d68d4ffe8108b07eda
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987257B2

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