Hydrochloric Acid → HCID 178505486, 화합물

HRID 561210노트

반응식

HRID 561210 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 178505486HCID 178505486, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
130 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7bbc3825a6b04ff7bbd2aa8177bc8d01
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063224B2

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