HCID 178479710, 화합물 → 2-Chloro-5,6,7,8,9,10-hexahydrocycloocta[d]pyrimidine

HRID 2406131

반응식

HRID 2406131 반응식
[N:1]1[C:2](=O)[NH:3][CH:4]=[C:5]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:6]=12.O(Cl)[Cl:15].[P+3]>>[Cl:15][C:2]1[N:3]=[CH:4][C:5]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[N:1]=1

참가 물질

3

반응물 2

HCID 178479710HCID 178479710, 화합물HCID 178517333HCID 178517333, 화합물

생성물 1

HCID 581995242-Chloro-5,6,7,8,9,10-hexahydrocycloocta[d]pyrimidine

실험 절차

Crude 5,6,7,8,9,10-Hexahydrocycloocta[d]pyrimidin-2(3H)-one was heated in phosphorus (III) oxychloride (50 mL) for 1.75 h. The solvent was removed under vacuum and the residue was treated with ice water and 1M aqueous potassium carbonate solution, the aqueous layer was extracted with a mixture of diethyl ether and ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum to give 2-chloro-5,6,7,8,9,10-hexahydro-cycloocta[d]pyrimidine as a yellow solid, 1.5 g; 1H NMR (CDCl3, 300 MHz) 8.18 (s, 1H), 2.82 (m, 2H), 2.66 (m, 2H), 1.74 (m, 2H), 1.61 (m, 2H), 1.34 (m, 4H) ppm; 13C NMR (CDCl3, 75 MHz) 173.25, 158.66 (2C), 132.74, 34.28, 32.03, 30.20, 28.57, 26.02, 25.90; MS (ES) 197/199 (M+H).

후처리

  1. customThe solvent was removed under vacuum
  2. additionthe residue was treated with ice water and 1M aqueous potassium carbonate solution
  3. extractionthe aqueous layer was extracted with a mixture of diethyl ether and ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-b846d3c3ccbe4d41a17b69bad52919b3
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08809347B2

연결된 노트

불러오는 중…