4,6-Dichloro-2-methylpyrimidine → 4-(6-Chloro-2-methyl-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester

HRID 448578

反応式

HRID 448578 の反応式
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([CH3:9])[N:3]=1.C(O[K])(C)(C)C.[CH:16]([O:19][C:20]([N:22]1[CH2:27][CH2:26][CH:25]([OH:28])[CH2:24][CH2:23]1)=[O:21])([CH3:18])[CH3:17]>C1COCC1>[CH:16]([O:19][C:20]([N:22]1[CH2:23][CH2:24][CH:25]([O:28][C:2]2[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([CH3:9])[N:3]=2)[CH2:26][CH2:27]1)=[O:21])([CH3:18])[CH3:17]

参加物

5

反応物 3

HCID 2349974,6-Dichloro-2-methylpyrimidineHCID 16745126Isopropyl 4-Hydroxypiperidine-1-carboxylateHCID 178418922HCID 178418922、化合物

生成物 1

HCID 866501764-(6-Chloro-2-methyl-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester収率 31.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

4,6-Dichloro-2-methyl-pyrimidine (163 mg, 1 mmol) was dissolved in 4 mL of THF. A solution of tBuOK (112 mg, 1 mmol) and 2a (187 mg, 1 mmol) in 2 mL of THF was added slowly at room temperature. The mixture was stirred at room temperature for 8 h and quenched with a saturated solution of NH4Cl. The mixture was diluted with water and extracted with DCM. The organic layer was isolated, dried, filtered and evaporated to give 100 mg of 14a.

後処理

  1. customquenched with a saturated solution of NH4Cl
  2. additionThe mixture was diluted with water
  3. extractionextracted with DCM
  4. customThe organic layer was isolated
  5. customdried
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-99a35504ce3642399d0d2b855b07ef43
出典データセット
uspto-grants-2013_07
特許番号
US08481731B2

関連ノート

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