Triethylamine → 1-{2-[{6-[(5-Bromopyrimidin-2-yl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

HRID 446516노트

반응식

HRID 446516 반응식
[Br:1][C:2]1[CH:3]=[N:4][C:5](Cl)=[N:6][CH:7]=1.[C:9]1([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:16](=[O:36])[O:17][CH:18]1[CH2:23][CH2:22][N:21]([CH2:24][CH2:25][N:26]([C:28](=[O:35])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][NH2:34])[CH3:27])[CH2:20][CH2:19]1.C(N(CC)CC)C>C(O)CCC>[C:9]1([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:16](=[O:36])[O:17][CH:18]1[CH2:19][CH2:20][N:21]([CH2:24][CH2:25][N:26]([C:28](=[O:35])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][NH:34][C:5]2[N:4]=[CH:3][C:2]([Br:1])=[CH:7][N:6]=2)[CH3:27])[CH2:22][CH2:23]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 6066655-Bromo-2-chloropyrimidineHCID 666715721-{2-[(6-Aminohexanoyl)(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

생성물 1

HCID 666715871-{2-[{6-[(5-Bromopyrimidin-2-yl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate수율 75%

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

5-Bromo-2-chloropyrimidine (124 mg, 0.643 mmol) and the compound (300 mg, 0.643 mmol) obtained in Example 1a were dissolved in n-butanol (5 mL), triethylamine (0.134 mL, 0.965 mmol) was added, and the mixture was stirred with heating to reflux for 19 hours. The solvent was evaporated under reduced pressure, and the resulting residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=1:1→0:100, v/v) to give the title compound (299 mg; yield, 75%) as a yellow solid.

후처리

  1. temperaturewith heating
  2. temperatureto reflux for 19 hours
  3. customThe solvent was evaporated under reduced pressure
  4. customthe resulting residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=1:1→0:100, v/v)

출처 및 근거

ORD 기록
ord-16a950ad5c69432ab157cf2d8687cc70
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476253B2

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