Sodium Carbonate → HCID 68773882、化合物

HRID 1970954ノート

反応式

HRID 1970954 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 68773882HCID 68773882、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ad4a642187574e2980cfbbcda44f50f6
出典データセット
uspto-grants-2013_04
特許番号
US08431578B2

反応ノート

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