Diisopropylethylamine → Methyl 4-[8-(3-bromo-4,5-dichlorobenzyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl]benzoate

HRID 402824ノート

反応式

HRID 402824 の反応式
Cl.[O:2]=[C:3]1[N:7]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=2)[CH2:6][C:5]2([CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[O:4]1.[Br:23][C:24]1[CH:29]=[C:28]([CH2:30]Br)[CH:27]=[C:26]([Cl:32])[C:25]=1[Cl:33].CCN(C(C)C)C(C)C>CN(C=O)C>[Br:23][C:24]1[CH:29]=[C:28]([CH:27]=[C:26]([Cl:32])[C:25]=1[Cl:33])[CH2:30][N:20]1[CH2:21][CH2:22][C:5]2([O:4][C:3](=[O:2])[N:7]([C:8]3[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=3)[CH2:6]2)[CH2:18][CH2:19]1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 66764605Methyl 4-(2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl)benzoate hydrochloride saltHCID 667648061-Bromo-5-(bromomethyl)-2,3-dichlorobenzene

生成物 1

HCID 86685276Methyl 4-[8-(3-bromo-4,5-dichlorobenzyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl]benzoate収率 94%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
55 °C

実験手順

To methyl 4-(2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl)benzoate hydrochloride salt (50 mg, 0.153 mmol; Example 1, Step 2) and 1-bromo-5-(bromomethyl)-2,3-dichlorobenzene (53.7 mg, 0.168 mmol; from Patent US2007/070805) was added DMF (1.5 mL) and DIPEA (107 μL, 0.612 mmol). The mixture was heated to 55° C. for 2 hours. The mixture was evaporated and the residue was dissolved in saturated aqueous NaHCO3 and then extracted with DCM. The organic layer was evaporated to provide the title compound as a yellow oil (76 mg) that was used without further purification.

後処理

  1. customThe mixture was evaporated
  2. dissolutionthe residue was dissolved in saturated aqueous NaHCO3
  3. extractionextracted with DCM
  4. customThe organic layer was evaporated

出典と根拠

ORDレコード
ord-6d3a1d35f6a34aca9461a4e4a4a415d3
出典データセット
uspto-grants-2014_06
特許番号
US08742110B2

反応ノート

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