Sodium hydride → HCID 59624544, 화합물

HRID 1943422노트

반응식

HRID 1943422 반응식
[Br:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Br[C:12]1[C:13]2[N:14]([C:19]([C:22]([NH:24][C:25]3[CH:30]=[CH:29][N:28]=[CH:27][C:26]=3[F:31])=[O:23])=[CH:20][N:21]=2)[N:15]=[C:16]([Cl:18])[CH:17]=1>C1COCC1.CN(C=O)C>[Br:1][C:2]1[N:7]=[C:6]([NH:8][C:12]2[C:13]3[N:14]([C:19]([C:22]([NH:24][C:25]4[CH:30]=[CH:29][N:28]=[CH:27][C:26]=4[F:31])=[O:23])=[CH:20][N:21]=3)[N:15]=[C:16]([Cl:18])[CH:17]=2)[CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 3008092-Amino-6-bromopyridineHCID 596244958-Bromo-6-chloro-N-(3-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine-3-carboxamide

생성물 1

HCID 59624544HCID 59624544, 화합물수율 99.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 6-bromopyridin-2-amine (1.24 g, 7.17 mmol) in THF (10.00 mL) was added 60% NaH (294 mg, 7.35 mmol). The mixture was stirred for 30 min until cessation H2 evolution. The resulting dark green solution was added by syringe to a suspension of 8A (800 mg, 2.453 mmol) in DMF (10 mL). The reaction mixture was stirred at room temperature overnight, and then added to ice water. The brown solid was collected by filtration and dried under vacuum to give 17A (1.125 g, 89%) MS (m+1)=462. HPLC Peak Rt=3.696 minutes (Chromolith column 4.6×50 mm eluting with 10-90% aqueous methanol over 4 minutes containing 0.1% TFA, 4 mL/min, monitoring at 220 nm).

후처리

  1. stirringThe reaction mixture was stirred at room temperature overnight
  2. filtrationThe brown solid was collected by filtration
  3. customdried under vacuum

출처 및 근거

ORD 기록
ord-80b323b785254ae892238fe1c03f15a9
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389527B2

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