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

HRID 446516ノート

反応式

HRID 446516 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-16a950ad5c69432ab157cf2d8687cc70
出典データセット
uspto-grants-2013_07
特許番号
US08476253B2

反応ノート

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