홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Bromide ion → 2-Butoxy-9-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)-8-methoxyadenine

HRID 1044852
노트
인쇄 미리보기

반응식

HRID 1044852 반응식
C(=O)([O-])[O-].[K+].[K+].FC(F)(F)C(O)=O.[CH2:14]([O:18][C:19]1[N:27]=[C:26]2[C:22]([N:23]=[C:24]([O:28][CH3:29])[NH:25]2)=[C:21]([NH2:30])[N:20]=1)[CH2:15][CH2:16][CH3:17].Br[CH2:32][CH:33]1[CH2:38][CH2:37][N:36]([C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])[CH2:35][CH2:34]1.[Br-]>CN(C)C=O.O>[NH2:30][C:21]1[N:20]=[C:19]([O:18][CH2:14][CH2:15][CH2:16][CH3:17])[N:27]=[C:26]2[C:22]=1[N:23]=[C:24]([O:28][CH3:29])[N:25]2[CH2:32][CH:33]1[CH2:38][CH2:37][N:36]([C:39]([O:41][C:42]([CH3:43])([CH3:45])[CH3:44])=[O:40])[CH2:35][CH2:34]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 259Bromide ionHCID 11430Potassium CarbonateHCID 15512811tert-Butyl 4-(bromomethyl)piperidine-1-carboxylateHCID 178450370HCID 178450370, 화합물

생성물 1

HCID 583060912-Butoxy-9-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)-8-methoxyadenine수율 94.1%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6228Dimethylformamide용매2회

반응 조건

온도
60 °C

실험 절차

Potassium carbonate (650 mg) was added to a solution of 2-butoxy-8-methoxy-9H-purin-6-amine trifluoroacetate salt (550 mg) in dry N,N-dimethylformamide (5.5 ml) and the reaction mixture heated at 60° C. for 1 hour. 1,1-Dimethylethyl 4-(bromomethyl)-1-piperidinecarboxylate (500 mg) was added using additional DMF (1.5 ml) to transfer the residual bromide and the reaction mixture stirred at 50° C. for 3 hours. After 16 hours at room temperature, heating at 50° C. was continued for another 5 hours to complete the reaction. Water was added and the reaction mixture extracted three times with ethyl acetate. The combined organic extracts were washed with water, dried over anhydrous sodium sulfate, filtered, concentrated and dried under high vacuum. Purification by chromatography on silica gel eluting with a gradient of 1-2.5% methanol in chloroform afforded the title compound as yellow solid (640 mg).

후처리

  1. waitAfter 16 hours at room temperature
  2. temperatureheating at 50° C.
  3. waitwas continued for another 5 hours
  4. customthe reaction
  5. extractionthe reaction mixture extracted three times with ethyl acetate
  6. washThe combined organic extracts were washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customdried under high vacuum
  11. customPurification by chromatography on silica gel eluting with a gradient of 1-2.5% methanol in chloroform

출처 및 근거

ORD 기록
ord-ac9a907958654812ba0058cf65645e90
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08563717B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트