Ethanol → Methyl 3-(2,5-dimethyl-1H-pyrrol-1-yl)-6-ethoxy-5-(trifluoromethyl)picolinate

HRID 444932노트

반응식

HRID 444932 반응식
[CH3:1][C:2]1[N:3]([C:8]2[C:9]([C:19]([O:21][CH3:22])=[O:20])=[N:10][C:11]([OH:18])=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:13]=2)[C:4]([CH3:7])=[CH:5][CH:6]=1.[CH3:23][CH2:24]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O>O1CCOCC1>[CH3:7][C:4]1[N:3]([C:8]2[C:9]([C:19]([O:21][CH3:22])=[O:20])=[N:10][C:11]([O:18][CH2:23][CH3:24])=[C:12]([C:14]([F:15])([F:16])[F:17])[CH:13]=2)[C:2]([CH3:1])=[CH:6][CH:5]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 178499131Methyl 3-(2,5-dimethyl-1H-pyrrol-1-yl)-6-hydroxy-5-(trifluoromethyl)picolinate

생성물 1

HCID 67383877Methyl 3-(2,5-dimethyl-1H-pyrrol-1-yl)-6-ethoxy-5-(trifluoromethyl)picolinate

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

Methyl 3-(2,5-dimethyl-1H-pyrrol-1-yl)-6-hydroxy-5-(trifluoromethyl)picolinate (62 mg, 0.168 mmol) in 1,4-dioxane (1.5 ml) (dry) was treated with EtOH (0.020 ml, 0.335 mmol) and triphenylphosphine (88 mg, 0.335 mmol) and the solution stirred. DEAD (0.053 ml, 0.335 mmol) was added dropwise and the reaction mixture stirred at room temperature for 2 hours. The solvent was removed in vacuo and purification of the crude product by chromatography on silica eluting with iso-hexane: EtOAc (gradient of 0 to 10% EtOAc) afforded the title compound;

후처리

  1. stirringthe reaction mixture stirred at room temperature for 2 hours
  2. customThe solvent was removed in vacuo and purification of the crude product by chromatography on silica eluting with iso-hexane

출처 및 근거

ORD 기록
ord-cbf1ce4266d94d8fae1f3c954d899517
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476269B2

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