Morpholine → 2-Chloro-4-morpholino-6-fluoro-7-bromo-quinazoline

HRID 2092547ノート

反応式

HRID 2092547 の反応式
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](Cl)=[N:7][C:8]([Cl:12])=[N:9]2)=[CH:4][C:3]=1[F:14].[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>C(Cl)Cl>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[N:7][C:8]([Cl:12])=[N:9]2)=[CH:4][C:3]=1[F:14]

参加物

4

反応物 2

HCID 8083MorpholineHCID 866657637-Bromo-2,4-dichloro-6-fluoroquinazoline

生成物 1

HCID 866657622-Chloro-4-morpholino-6-fluoro-7-bromo-quinazoline収率 57%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To an ice cold solution of 7-bromo-2,4-dichloro-6-fluoro-quinazoline (0.35 g, 0.001178 mol) in DCM (15 mL), morpholine (0.247 mL, 2.946 mol) was slowly added and the reaction was continued for 20 min. The reaction mixture was diluted with DCM and washed with water. The organic layer was dried over sodium sulfate and evaporated to get the crude. The crude was purified using column chromatography (60-120 silica gel, 30% ethyl acetate in hexane) to get the title compound (220 mg, 57%). 1H NMR (300 MHz, DMSO-d6): δ 8.16 (d, J=6.6 Hz, 1H), 8.01 (d, J=9.6 Hz, 1H), 3.83-3.86 (m, 4H), 3.76-3.73 (m, 4H); LC-MS (ESI): Calculated mass: 344.9; Observed mass: 347.8 [M+H]+ (RT: 1.70 min).

後処理

  1. washwashed with water
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. customevaporated
  4. customto get the crude
  5. customThe crude was purified

出典と根拠

ORDレコード
ord-22392aaebeb54e6e84e8b6edfde6a1b7
出典データセット
uspto-grants-2013_05
特許番号
US08440662B2

反応ノート

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