Nitrogen → HCID 86690309, 화합물

HRID 1428688노트

반응식

HRID 1428688 반응식
Cl[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[N:4][C:3]=1I.N#N.B(O)(O)[C:13]1[CH:14]=[CH:15][C:16]([CH3:19])=[CH:17][CH:18]=1.C([O-])([O-])=O.[K+].[K+]>O1CCOCC1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].C(Cl)Cl>[C:16]1([CH3:19])[CH:15]=[CH:14][C:13]([C:3]2[N:4]=[CH:5][C:6]([NH2:8])=[N:7][C:2]=2[C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)=[CH:18][CH:17]=1

참가 물질

7

반응물 4

HCID 947NitrogenHCID 11430Potassium CarbonateHCID 79799Tolylboronic acidHCID 59457651HCID 59457651, 화합물

생성물 1

HCID 86690309HCID 86690309, 화합물

시약·촉매·용매 2

HCID 178418807HCID 178418807, 화합물촉매HCID 312751,4-Dioxane용매

반응 조건

온도
110 °C

실험 절차

A solution of 6-chloro-5-iodopyrazin-2-amine (step 1) (13.74 g, 53.8 mmol) in dioxane (300 ml) was degassed with N2 and treated with p-tolylboronic acid (17.55 g, 129 mmol), K2CO3 (22.30 g, 161 mmol) and PdCl2(dppf)-CH2Cl2-adduct (4.39 g, 5.38 mmol). The orange suspension was stirred at 110° C. for 2 days. After cooling to room temperature the reaction mixture was concentrated under reduced pressure. The crude mixture was absorbed onto silica and purification by chromatography eluting with 0-60% EtOAc in iso-hexane afforded the titled compound as a beige coloured solid;

후처리

  1. temperatureAfter cooling to room temperature the reaction mixture
  2. concentrationwas concentrated under reduced pressure
  3. customThe crude mixture was absorbed onto silica and purification by chromatography
  4. washeluting with 0-60% EtOAc in iso-hexane

출처 및 근거

ORD 기록
ord-535f711f7404487893215866aa232d86
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08937069B2

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