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

HRID 448578노트

반응식

HRID 448578 반응식
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]

참가 물질

5

반응물 3

HCID 2349974,6-Dichloro-2-methylpyrimidineHCID 16745126Isopropyl 4-Hydroxypiperidine-1-carboxylateHCID 178418922HCID 178418922, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-99a35504ce3642399d0d2b855b07ef43
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481731B2

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