Hydrochloric Acid → HCID 178505486、化合物

HRID 561210ノート

反応式

HRID 561210 の反応式
[Br:1][C:2]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:15]=[C:14]([C:16]#[N:17])[O:13][N:12]=2)[CH2:7][CH2:6]1.Cl.[NH+]1C=CC=CC=1.[N-:30]=[N+:31]=[N-:32].[Na+].Cl>CN1C(=O)CCC1.O>[Br:1][C:2]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:15]=[C:14]([C:16]3[NH:32][N:31]=[N:30][N:17]=3)[O:13][N:12]=2)[CH2:7][CH2:6]1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 33557Sodium AzideHCID 21584435Pyridinium hydrochlorideHCID 533885303-[4-(2-Bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carbonitrile

生成物 1

HCID 178505486HCID 178505486、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
130 °C

実験手順

A mixture of 3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carbonitrile (1.4 g, 3.82 mmol), pyridinium hydrochloride (0.9 g, 7.79 mmol) and sodium azide (1.3 g, 20.00 mmol) in NMP (12 mL) was stirred and heated at 130° C. bath for 2 h. After cooling, the mixture was diluted with water and acidified with 1N HCl (some precipitate appeared). The whole mixture was then extracted with EtOAc. The EtOAc extract was washed with water (3×), dried (Na2SO4) and concentrated. The residue was triturated with diethyl ether to give the title compound as a light brown powder.

後処理

  1. temperatureAfter cooling
  2. extractionThe whole mixture was then extracted with EtOAc
  3. extractionThe EtOAc extract
  4. washwas washed with water (3×)
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated
  7. customThe residue was triturated with diethyl ether

出典と根拠

ORDレコード
ord-7bbc3825a6b04ff7bbd2aa8177bc8d01
出典データセット
uspto-grants-2011_11
特許番号
US08063224B2

反応ノート

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