Triphenylphosphine → 6-((4-(4-Fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)methoxy)-2-isopropyl-1H-pyrrolo[3,4-c]pyridin-3(2H)-one

HRID 402363노트

반응식

HRID 402363 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[N:11][N:10]([CH3:13])[C:9]=2[CH2:14][OH:15])=[CH:4][CH:3]=1.O[C:17]1[N:22]=[CH:21][C:20]2[C:23](=[O:29])[N:24]([CH:26]([CH3:28])[CH3:27])[CH2:25][C:19]=2[CH:18]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[N:11][N:10]([CH3:13])[C:9]=2[CH2:14][O:15][C:17]2[N:22]=[CH:21][C:20]3[C:23](=[O:29])[N:24]([CH:26]([CH3:27])[CH3:28])[CH2:25][C:19]=3[CH:18]=2)=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 67498408[5-(4-Fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-yl]-methanolHCID 178456170HCID 178456170, 화합물

생성물 1

HCID 573343496-((4-(4-Fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)methoxy)-2-isopropyl-1H-pyrrolo[3,4-c]pyridin-3(2H)-one수율 19%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of [5-(4-fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-yl]-methanol (251 mg, 1.21 mmol) in THF (30 mL) was added 6-hydroxy-2-isopropyl-1H-pyrrolo[3,4-c]pyridin-3(2H)-one (232 mg, 1.21 mmol) and triphenylphosphine (413 mg, 1.58 mmol) at ambient temperature under an argon atmosphere. Then diethyl azodicarboxylate (624 μL, 1.58 mmol) was added and the reaction mixture was stirred for 72 h at room temperature. Concentration and purification by chromatography (silica, 20 to 50% ethyl acetate in heptane) afforded the title compound (87 mg, 19%) as a white solid. MS: m/e=382.2 [M+H]+.

후처리

  1. concentrationConcentration and purification by chromatography (silica, 20 to 50% ethyl acetate in heptane)

출처 및 근거

ORD 기록
ord-915a0597f1434f1ab85d4d3b7ad548d8
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08742097B2

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