Ammonium Chloride → HCID 68157752, 화합물

HRID 243103

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HRID 243103 반응식
CC(C)([O-])C.[K+].[NH2:7][C:8]1[CH:9]=[N:10][CH:11]=[C:12]([F:14])[CH:13]=1.F[C:16]1[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:17]=1[N+:23]([O-:25])=[O:24].[NH4+].[Cl-]>C1COCC1>[F:22][C:20]1[CH:19]=[CH:18][C:17]([N+:23]([O-:25])=[O:24])=[C:16]([NH:7][C:8]2[CH:9]=[N:10][CH:11]=[C:12]([F:14])[CH:13]=2)[CH:21]=1

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 679672,4-DifluoronitrobenzeneHCID 5744505-Fluoro-3-pyridinamineHCID 23665647Potassium tert-butoxide

생성물 1

HCID 68157752HCID 68157752, 화합물수율 58%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

Alternative procedure: Potassium tert-butoxide (28.1 g, 0.25 mol) was added, in 2 portions, to a stirred solution of 3-amino-5-fluoropyridine (14.0 g, 0.125 mol) in anhydrous THF (400 mL) under a nitrogen atmosphere at 0° C. After 45 min stirring at 0° C., the resulting dark purple solution was transferred by cannula to a stirred solution of 2,4-difluoro-1-nitrobenzene (13.8 mL, 0.125 mol) in anhydrous THF (100 mL), at 0° C., over a period of 20 min. The resulting mixture was stirred for a further 45 min then poured onto a RT solution of NH4Cl (1:1 saturated solution:H2O, 1 L). The resulting yellow precipitate was filtered, washed with water and dried under vacuum at 50° C. to afford the title compound as an orange solid (18.2 g). The filtrate was partially evaporated, to remove some of the reaction solvent, the resulting precipitate was filtered then triturated with EtOAc to give a further 3.5 g of the title compound (overall 21.7 g, 69%) LCMS (Method C): RT 3.18 min [M+H]+ 252.13

후처리

  1. stirringThe resulting mixture was stirred for a further 45 min
  2. filtrationThe resulting yellow precipitate was filtered
  3. washwashed with water
  4. customdried under vacuum at 50° C.

출처 및 근거

ORD 기록
ord-48475f8f719d4c65873c9c3e29bf3c28
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653089B2

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