Diisopropylethylamine → HCID 66589974、化合物

HRID 16908ノート

反応式

HRID 16908 の反応式
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]([O:10][CH3:11])=[O:9])=[CH:4][N:3]=1.[CH:12]1([N:15]2[CH2:21][CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[CH2:14][CH2:13]1.C(N(C(C)C)C(C)C)C>ClCCl>[CH:12]1([N:15]2[CH2:21][CH2:20][CH2:19][N:18]([C:2]3[N:7]=[CH:6][C:5]([C:8]([O:10][CH3:11])=[O:9])=[CH:4][N:3]=3)[CH2:17][CH2:16]2)[CH2:14][CH2:13]1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 12627752Methyl 2-chloropyrimidine-5-carboxylateHCID 203484761-Cyclopropylhexahydro-1H-1,4-diazepine

生成物 1

HCID 66589974HCID 66589974、化合物収率 97.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of methyl 2-chloropyrimidine-5-carboxylate (200 mg, 1.16 mmol) in dichloromethane (4.00 mL) was added to a stirred solution of 1-cyclopropyl-1,4-diazepane (247 mg, 1.16 mmol) and N-ethyl-N-propan-2-ylpropan-2-amine (0.902 mL, 5.22 mmol) in dichloromethane (4.00 mL) at 25° C. The resulting solution was stirred at ambient temperature for 18 h. The reaction mixture was evaporated to dryness and redissolved in MeOH (20 mL) and the crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M NH3/MeOH and evaporated to dryness to afford methyl 2-(4-cyclopropyl-1,4-diazepan-1-yl)pyrimidine-5-carboxylate (312 mg, 97%) as a cream solid. This was used directly with no further purification.

後処理

  1. customThe reaction mixture was evaporated to dryness
  2. dissolutionredissolved in MeOH (20 mL)
  3. customthe crude product was purified by ion exchange chromatography
  4. washThe desired product was eluted from the column
  5. customevaporated to dryness

出典と根拠

ORDレコード
ord-31947986d7cc4c65a57bef9e7bfc1e4b
出典データセット
uspto-grants-2010_06
特許番号
US07737149B2

反応ノート

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