Hydrochloric Acid → 2-(2-{2-[2-(2-Methoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-nicotinic acid

HRID 1360323노트

반응식

HRID 1360323 반응식
C(O[K])(C)(C)C.F[C:8]1[N:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=[O:11].[CH3:17][O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][OH:30].Cl>C1COCC1.CCOC(C)=O>[CH3:17][O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][O:30][C:8]1[N:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=[O:11]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 90263Tetraethylene glycol monomethyl etherHCID 960892-Fluoronicotinic acidHCID 178418922HCID 178418922, 화합물

생성물 1

HCID 669701072-(2-{2-[2-(2-Methoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-nicotinic acid수율 90%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

A solution of tBuOK in THF (20% wt, 561.0 uL, 1.0 mmol) was added to a mixture of 2-fluoronicotinic acid (70.6 mg, 0.50 mmol) and tetraethyleneglycol monomethyl ether (105.5 μL, 0.50 mmol) in THF (2.0 mL) at ambient temperature under N2. The mixture was heated at 100° C. for 3 h. The reaction mixture was diluted with EtOAc. The organic phase was acidified with 1 N HCl solution, washed with saturated NaCl solution, then dried over Na2SO4. Filtration and concentration in vacuo provided compound D as light yellow liquid (148.1 mg, 90%) for next step without further purification. ESMS: 330.0 [M+H]+, 352.0 [M+Na]+, 368.0 [M+K]+.

후처리

  1. washwashed with saturated NaCl solution
  2. dry with materialdried over Na2SO4
  3. filtrationFiltration and concentration in vacuo

출처 및 근거

ORD 기록
ord-cf291de7e3c64b8990d84de673a1be80
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879846B2

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