Hydroxylamine → HCID 178526363, 화합물

HRID 1845790노트

반응식

HRID 1845790 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]([C:12]2[C:16]([CH2:17][CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)=[N:15][O:14][N:13]=2)=O)[CH:5]=[CH:6][C:7]=1[F:8].P(Cl)(Cl)(Cl)(Cl)Cl.[NH2:32][OH:33]>C1C=CC=CC=1.CO>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]([C:12]2[C:16]([CH2:17][CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)=[N:15][O:14][N:13]=2)=[N:32][OH:33])[CH:5]=[CH:6][C:7]=1[F:8]

참가 물질

6

반응물 3

HCID 787HydroxylamineHCID 24819Phosphorus pentachlorideHCID 58941763N-(3-chloro-4-fluorophenyl)-4-(3-morpholin-4-ylpropyl)-1,2,5-oxadiazole-3-carboxamide

생성물 1

HCID 178526363HCID 178526363, 화합물수율 50.2%

시약·촉매·용매 2

HCID 241Benzene용매HCID 887Methanol용매

실험 절차

N-(3-Chloro-4-fluorophenyl)-4-(3-morpholin-4-ylpropyl)-1,2,5-oxadiazole-3-carboxamide (10.0 mg, 27 μmol) was suspended in benzene (0.4 mL) under an atmosphere of nitrogen and phosphorus pentachloride (6.2 mg, 29.8 μmol) was added. The solution was heated at reflux for 2.5 h. The volatiles were evaporated in vacuo. The reaction was dissolved in EtOH (0.3 mL) and hydroxylamine (40 μL, 0.7 mmol) (50% solution in water) was added to the reaction. After stirring for 1 h, the reaction solution was diluted with MeOH and purified by preparative LCMS to give the desired product (5.2 mg, 50%). LCMS for C16H20ClFN5O3(M+H)+: m/z=384.1.

후처리

  1. temperatureThe solution was heated
  2. temperatureat reflux for 2.5 h
  3. customThe volatiles were evaporated in vacuo
  4. dissolutionThe reaction was dissolved in EtOH (0.3 mL)
  5. custompurified by preparative LCMS

출처 및 근거

ORD 기록
ord-0272e5ff2f7f4a51883797f1838c9550
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08951536B2

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