Sodium Carbonate → (+/-)-3-{4-[4-(2-Methyl-piperidin-1-ylmethyl)-oxazol-2-yl]-phenyl}-pyridine

HRID 1445793ノート

反応式

HRID 1445793 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH:10]=[C:11]([CH2:13][N:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]3[CH3:20])[N:12]=2)=[CH:4][CH:3]=1.[N:21]1[CH:26]=[CH:25][CH:24]=[C:23](B(O)O)[CH:22]=1.C(=O)([O-])[O-].[Na+].[Na+]>O1CCOCC1>[CH3:20][CH:15]1[CH2:16][CH2:17][CH2:18][CH2:19][N:14]1[CH2:13][C:11]1[N:12]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([C:23]3[CH:22]=[N:21][CH:26]=[CH:25][CH:24]=3)=[CH:3][CH:4]=2)[O:9][CH:10]=1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 27343783-Pyridinylboronic acidHCID 11508283HCID 11508283、化合物

生成物 1

HCID 11537304(+/-)-3-{4-[4-(2-Methyl-piperidin-1-ylmethyl)-oxazol-2-yl]-phenyl}-pyridine

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

1-[2-(4-Bromo-phenyl)-oxazol-4-ylmethyl]-2-methyl-piperidine (See Example 21) (1.0 mmol; N96-A03858-154), 3-pyridyl boronic acid (1.2 mmol), tetrakis-(triphenylphosphine)palladium (0.044 mmol), 2M aqueous sodium carbonate (3 mmol) and dioxane (0.1M) is placed in a microwave reactor vessel with a stirbar. Run the reaction in a CEM microwave reactor at 90° C. with 30 W power and cooling for 30 minutes. After this time, perform an aqueous workup and purify via radial chromatography eluting with 2M ammonia in methanol and dichloromethane to provide the titled compound. MS (m/e): 334.2 (M+1)

後処理

  1. customthe reaction in a CEM microwave reactor at 90° C. with 30 W power
  2. temperaturecooling for 30 minutes
  3. custompurify via radial chromatography
  4. washeluting with 2M ammonia in methanol and dichloromethane

出典と根拠

ORDレコード
ord-7c9e3552d7144e4e8dbc6595ff67d43a
出典データセット
uspto-grants-2010_02
特許番号
US07666871B2

反応ノート

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