Sodium Carbonate → HCID 68773882, 화합물

HRID 1970954노트

반응식

HRID 1970954 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][C:10](=O)[C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=[N:6][CH:7]=1.[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]([NH2:24])=[NH:23].C([O-])([O-])=O.[Na+].[Na+]>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]([C:11]([CH3:14])([CH3:13])[CH3:12])[N:24]=[C:22]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][N:16]=3)[N:23]=2)[CH:5]=[N:6][CH:7]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 556504PicolinimidamideHCID 687701071-(5-Bromo-pyridin-3-yl)-4,4-dimethyl-pent-1-yn-3-one

생성물 1

HCID 68773882HCID 68773882, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-(5-bromo-pyridin-3-yl)-4,4-dimethyl-pent-1-yn-3-one (1 eq, 770 mg, 2.89 mmol) in THF (12 ml) is added pyridine-2-carboxamidine (1.5 eq, 684 mg, 4.34 mmol) and Na2CO3 (2.4 eq, 736 mg, 6.94 mmol). The resulting mixture is heated using microwave radiation for 1 h at 150° C. The solvent is removed in vacuo and the residue is partitioned between sat. aqueous NaHCO3 solution and DCM. The organic portion is dried (MgSO4) and concentrated in vacuo. The resulting residue is purified using column chromatography (DCM/MeOH) to give the title compound; [M+H]+=369/371.

후처리

  1. temperatureThe resulting mixture is heated
  2. customfor 1 h
  3. customat 150° C
  4. customThe solvent is removed in vacuo
  5. customthe residue is partitioned between sat. aqueous NaHCO3 solution and DCM
  6. dry with materialThe organic portion is dried (MgSO4)
  7. concentrationconcentrated in vacuo
  8. customThe resulting residue is purified

출처 및 근거

ORD 기록
ord-ad4a642187574e2980cfbbcda44f50f6
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08431578B2

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