4-Toluenesulfonyl chloride → 2-amino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-4-yl 4-methylbenzenesulfonate

HRID 1014932ノート

反応式

HRID 1014932 の反応式
[NH2:1][C:2]1[N:3]=[C:4]([OH:17])[C:5]2[CH2:12][CH2:11][CH2:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[C:6]=2[N:7]=1.[S:18](Cl)([C:21]1[CH:27]=[CH:26][C:24]([CH3:25])=[CH:23][CH:22]=1)(=[O:20])=[O:19].C(N(CC)CC)C>C(Cl)Cl.CN(C)C1C=CN=CC=1>[CH3:25][C:24]1[CH:26]=[CH:27][C:21]([S:18]([O:17][C:4]2[C:5]3[CH2:12][CH2:11][CH2:10][C:9]4[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=4[C:6]=3[N:7]=[C:2]([NH2:1])[N:3]=2)(=[O:20])=[O:19])=[CH:22][CH:23]=1

参加物

6

反応物 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 178508870HCID 178508870、化合物

生成物 1

HCID 251291732-amino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-4-yl 4-methylbenzenesulfonate収率 63.9%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

The product from Example 4B (2.8 g, 12.3 mmol) was suspended in CH2Cl2 (100 mL), treated with TsCl (4.7 g, 24.6 mmol), 4-dimethylaminopyridine (46 mg, 1.2 mmol), and triethylamine (4.3 mL. 31 mmol). The mixture was stirred at room temperature for 16 hours, diluted with CH2Cl2, washed with H2O, dried (MgSO4), concentrated and chromatographed on silica gel eluting with EtOAc:Hexanes:CH2Cl2 (15:45:45) to provide the title product (3 g) as a white solid.

後処理

  1. washwashed with H2O
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated
  4. customchromatographed on silica gel eluting with EtOAc:Hexanes:CH2Cl2 (15:45:45)

出典と根拠

ORDレコード
ord-769c3203136e45d28ce32592b42aed08
出典データセット
uspto-grants-2011_07
特許番号
US07985745B2

反応ノート

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