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Hydrochloric Acid → 5-Chloro-3-[(2,6-difluorobenzyl)oxy]pyridine-2-amine

HRID 2401630
ノート
印刷プレビュー

反応式

HRID 2401630 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([O:11][CH2:12][C:13]2[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=2[F:20])[C:5]([N+:8]([O-])=O)=[N:6][CH:7]=1.Cl.C([O-])(=O)C.[Na+]>C(O)C.[Fe]>[Cl:1][C:2]1[CH:3]=[C:4]([O:11][CH2:12][C:13]2[C:14]([F:20])=[CH:15][CH:16]=[CH:17][C:18]=2[F:19])[C:5]([NH2:8])=[N:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 517045Sodium AcetateHCID 867178765-Chloro-3-[(2,6-difluorobenzyl)oxy]-2-nitropyridine

生成物 1

HCID 867178775-Chloro-3-[(2,6-difluorobenzyl)oxy]pyridine-2-amine

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 702Ethanol溶媒

実験手順

59.7 g of 5-chloro-3-[(2,6-difluorobenzyl)oxy]-2-nitropyridine (Example 13A; 199 mmol, 1 equivalent) were initially charged in 600 ml of ethanol, 34.4 g of iron powder (616 mmol, 3.1 equivalents) were added and the mixture was heated to reflux. 152 ml of concentrated hydrochloric acid were slowly added dropwise and the mixture was boiled at reflux for a further 30 min. The reaction mixture was cooled and stirred into an ice/water mixture. The resulting mixture was adjusted to pH 5 using sodium acetate, the solid obtained was filtered off, washed with water and air-dried and then dried under reduced pressure at 50° C. This gave 52.7 g (98% of theory) of the title compound.

後処理

  1. temperaturethe mixture was heated to reflux
  2. temperatureat reflux for a further 30 min
  3. temperatureThe reaction mixture was cooled
  4. customthe solid obtained
  5. filtrationwas filtered off
  6. washwashed with water
  7. customair-dried
  8. customdried under reduced pressure at 50° C

出典と根拠

ORDレコード
ord-7c8c5992aaa64a64af8b1b987d96572d
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08796305B2

反応ノート

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