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

HRID 1445793노트

반응식

HRID 1445793 반응식
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

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 27343783-Pyridinylboronic acidHCID 11508283HCID 11508283, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-7c9e3552d7144e4e8dbc6595ff67d43a
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666871B2

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