Cyclohexanemethanol → HCID 17941787, 화합물

HRID 1838965노트

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HRID 1838965 반응식
[Na].[CH:2]1([CH2:8][OH:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[NH2:10][C:11]1[N:16]=[C:15](Cl)[CH:14]=[C:13]([NH:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:12]=1>>[NH2:10][C:11]1[N:16]=[C:15]([O:9][CH2:8][CH:2]2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]2)[CH:14]=[C:13]([NH:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:12]=1

참가 물질

4

반응물 3

HCID 7507CyclohexanemethanolHCID 14842704-N-benzyl-6-chloropyrimidine-2,4-diamineHCID 5360545Sodium

생성물 1

HCID 17941787HCID 17941787, 화합물수율 49%

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온도
180 °C

실험 절차

To a stirred solution of sodium (0.025 g, 1.09 mmol) in cyclohexylmethanol (5 ml, 43 mmol) under nitrogen at 100° C., was added 2-amino-6-benzylamino-4-chloropyrimidine (0.2 g, 0.86 mmol), and the mixture was stirred at 180° C. for 2 h. After removal of solvents, the residue was redissolved in methanol, filtered and the filtrate was evaporated to dryness. The crude product was purified by chromatography on silica, employing petrol: ethyl acetate (8:2) as eluent, to give the title product as a yellow solid (0.13 g, 49%); δH (200 MHz, d6-DMSO) 0.96-1.15 (5H, m, C6H11), 1.23-1.34 (6H, m, C6H11), 4.03 (2H, br s, OCH2), 4.51 (2H, d, C6H5CH2, J=5.31 Hz), 5.12 (1H, s, C(5)H), 6.56 (2H, br s, NH2), 7.20 (1H, br s, NH), 7.28-7.39 (5H, m, C6H5); m/z (+EI) 312 (M+, 100%), 229 (M+-C6H11, 45), 216 (MH+-C6H11CH2, 53), 91 (72).

후처리

  1. customAfter removal of solvents
  2. dissolutionthe residue was redissolved in methanol
  3. filtrationfiltered
  4. customthe filtrate was evaporated to dryness
  5. customThe crude product was purified by chromatography on silica

출처 및 근거

ORD 기록
ord-e69919f19d354e06860fc4951b80b2b0
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06677345B1

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