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

HRID 455689ノート

反応式

HRID 455689 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-4b95d1f3a392427abf1063140f1479ca
出典データセット
uspto-grants-2013_07
特許番号
US08497264B2

反応ノート

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