Triethylamine → HCID 59333527、化合物

HRID 1876574ノート

反応式

HRID 1876574 の反応式
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH2:6]([C@@H:8]1[NH:13][CH2:12][CH2:11][N:10]([C:14]2[N:15]([CH2:36][C:37]([F:40])([F:39])[F:38])[C:16]3[C:21]([N:22]=2)=[C:20]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[N:19]=[C:18]([C:29]2[CH:30]=[N:31][C:32]([NH2:35])=[N:33][CH:34]=2)[N:17]=3)[CH2:9]1)[CH3:7].C(N(CC)CC)C>C(Cl)Cl>[CH2:6]([C@@H:8]1[N:13]([S:2]([CH3:1])(=[O:4])=[O:3])[CH2:12][CH2:11][N:10]([C:14]2[N:15]([CH2:36][C:37]([F:40])([F:39])[F:38])[C:16]3[C:21]([N:22]=2)=[C:20]([N:23]2[CH2:24][CH2:25][O:26][CH2:27][CH2:28]2)[N:19]=[C:18]([C:29]2[CH:34]=[N:33][C:32]([NH2:35])=[N:31][CH:30]=2)[N:17]=3)[CH2:9]1)[CH3:7]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 593335585-{8-[(3S)-3-Ethylpiperazin-1-yl]-6-morpholin-4-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl}pyrimidin-2-amine

生成物 1

HCID 59333527HCID 59333527、化合物収率 68.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Methanesulfonyl chloride (0.022 ml, 0.28 mmol) was added dropwise to a methylene chloride solution (6 ml) of 5-{8-[(3S)-3-ethylpiperazin-1-yl]-6-morpholin-4-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl}pyrimidin-2-amine (107 mg, 0.22 mmol) and triethylamine (0.061 ml, 0.44 mmol) with ice cooling and the resulting mixture was stirred at the same temperature for 2 hours. The resulting mixture was partitioned with ethyl acetate and saturated aqueous ammonium chloride solution and the organic layer was washed with saturated brine and dried over anhydrous sodium sulfate, the mixture was filtrated, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by preparative thin layer silica gel chromatography (chloroform:methanol=95:5) to give the title compound (86 mg) as a pale yellow solid.

後処理

  1. customThe resulting mixture was partitioned with ethyl acetate and saturated aqueous ammonium chloride solution
  2. washthe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationthe mixture was filtrated
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customthe resulting residue was purified by preparative thin layer silica gel chromatography (chloroform:methanol=95:5)

出典と根拠

ORDレコード
ord-6248e5383dc04bce92504937dab436bd
出典データセット
uspto-grants-2012_11
特許番号
US08309546B2

反応ノート

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