Triethylamine → Tert-butyl 9-[5-(methoxycarbonyl)pyridin-2-yl]-3,9-diazaspiro[5.5]undecane-3-carboxylate

HRID 1984789

반응식

HRID 1984789 반응식
Cl[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1.CCN(CC)CC.[CH2:19]1[C:24]2([CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH2:23][CH2:22][N:21]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:20]1.CCOC(C)=O>CS(C)=O>[CH3:9][O:8][C:6]([C:5]1[CH:10]=[CH:11][C:2]([N:27]2[CH2:28][CH2:29][C:24]3([CH2:23][CH2:22][N:21]([C:30]([O:32][C:33]([CH3:34])([CH3:35])[CH3:36])=[O:31])[CH2:20][CH2:19]3)[CH2:25][CH2:26]2)=[N:3][CH:4]=1)=[O:7]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 254249Methyl 6-chloropyridine-3-carboxylateHCID 15296367tert-Butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate

생성물 1

HCID 57717452Tert-butyl 9-[5-(methoxycarbonyl)pyridin-2-yl]-3,9-diazaspiro[5.5]undecane-3-carboxylate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
100 °C

실험 절차

A mixture of methyl 6-chloronicotinate (800 mg, 3.15 mmol), NEt3 (1.00 mL, 7.19 mmol) and tert-butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate (1.00 g, 3.94 mmol) in 5 mL of DMSO was heated to 100° C. for 1 h with microwave irradiation. The reaction mixture was poured into EtOAc and washed with 2 N NaOH, 2 H HCl, brine and dried (Na2SO4), filtered and concentrated giving tert-butyl 9-[5-(methoxycarbonyl)pyridin-2-yl]-3,9-diazaspiro[5.5]undecane-3-carboxylate.

후처리

  1. washwashed with 2 N NaOH, 2 H HCl, brine
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e1315ea851c3454496227741dd07c4fa
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544695B2

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