Triethylamine → HCID 66589115、化合物

HRID 1093206ノート

反応式

HRID 1093206 の反応式
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)[N:5]=[C:4]2[N:17]([CH2:20][C:21]([F:24])([F:23])[F:22])[N:18]=[CH:19][C:3]=12.FC(F)(F)C(O)=O.[C@@H:32]12[CH2:38][C@@H:35]([NH:36][CH2:37]1)[CH2:34][O:33]2.C(N(CC)CC)C>C(O)C>[N+:14]([C:11]1[CH:12]=[CH:13][C:8]([C:6]2[N:5]=[C:4]3[N:17]([CH2:20][C:21]([F:24])([F:23])[F:22])[N:18]=[CH:19][C:3]3=[C:2]([N:36]3[CH2:37][C@H:32]4[CH2:38][C@@H:35]3[CH2:34][O:33]4)[N:7]=2)=[CH:9][CH:10]=1)([O-:16])=[O:15]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 576542484-Chloro-6-(4-nitrophenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazolo[3,4-D]pyrimidineHCID 66589025HCID 66589025、化合物

生成物 1

HCID 66589115HCID 66589115、化合物収率 70.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
140 °C

実験手順

To a Smith process vial containing a suspension of 4-chloro-6-(4-nitro-phenyl)-1-(2,2,2-trifluoro-ethyl)-1H-pyrazolo[3,4-d]pyrimidine (0.68 g, 1.9 mmol) and (1R,4R)-2-oxa-5-azabicyclo[2.2.1]heptane trifluoroacetate (prepared starting from cis-1-Boc-4-hydroxy-D-prolinate, 3.1 mmol) in ethanol (14 mL) was added triethylamine (4 mL, 31 mmol). The mixture was heated in the microwave reactor for 10 minutes at 140° C. The precipitate was collected by Buchner filtration and washed successively with methanol, water, methanol, and diethyl ether. Solid was dried under house vacuum to provide (1R,4R)-5-(6-(4-nitrophenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-2-oxa-5-azabicyclo[2.2.1]heptane as a pale yellow solid (0.56 g, 70%). MS (ES+): 421.1 (M+H)+

後処理

  1. additionTo a Smith process vial containing
  2. filtrationThe precipitate was collected by Buchner filtration
  3. washwashed successively with methanol, water, methanol, and diethyl ether
  4. customSolid was dried under house vacuum

出典と根拠

ORDレコード
ord-14e57c7d91d342d0aa11c8db04c86a48
出典データセット
uspto-grants-2012_03
特許番号
US08129371B2

反応ノート

読み込み中…