Water → 4-(5-Chloro-6-fluoropyridin-2-yl)morpholine

HRID 455689노트

반응식

HRID 455689 반응식
[Cl:1]C1CC(=O)NC1=O.[F:9][C:10]1[N:15]=[C:14]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH:13]=[CH:12][CH:11]=1.O.C(Cl)Cl>C(#N)C>[Cl:1][C:11]1[CH:12]=[CH:13][C:14]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)=[N:15][C:10]=1[F:9]

참가 물질

6

반응물 4

HCID 962WaterHCID 6344DichloromethaneHCID 144005023-Chloropyrrolidine-2,5-dioneHCID 574756564-(6-Fluoropyridin-2-yl)morpholine

생성물 1

HCID 574756574-(5-Chloro-6-fluoropyridin-2-yl)morpholine수율 22.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
70 °C

실험 절차

Chlorosuccinimide (10.29 g, 77 mmol) was added to a solution of 4-(6-fluoropyridin-2-yl)morpholine (11.7 g, 64.2 mmol) in ACN (15 mL). The reaction mixture was heated to 70° C. for 30 min. Water and DCM were added. The organic phase was separated, washed with aqueous NaHCO3, brine and subsequently dried over MgSO4. The solvent was removed under reduced pressure and the residue was purified by silica gel chromatography (5-20% EtOAc/hexanes) to afford 3.11 g of 4-(5-chloro-6-fluoropyridin-2-yl)morpholine.

후처리

  1. customThe organic phase was separated
  2. washwashed with aqueous NaHCO3, brine
  3. dry with materialsubsequently dried over MgSO4
  4. customThe solvent was removed under reduced pressure
  5. customthe residue was purified by silica gel chromatography (5-20% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-4b95d1f3a392427abf1063140f1479ca
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08497264B2

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