Triphenylphosphine → 2-(2,6-Difluorophenoxy)ethyl 3-(1-piperazinyl)-2-pyrazinyl ether

반응식

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[OH:9].CN(C(/N=N/C(N(C)C)=O)=O)C.C(OC([N:29]1[CH2:34][CH2:33][N:32]([C:35]2[C:36]([O:41][CH2:42][CH2:43]O)=[N:37][CH:38]=[CH:39][N:40]=2)[CH2:31][CH2:30]1)=O)(C)(C)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[N:32]1([C:35]2[C:36]([O:41][CH2:42][CH2:43][O:9][C:3]3[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=3[F:8])=[N:37][CH:38]=[CH:39][N:40]=2)[CH2:33][CH2:34][NH:29][CH2:30][CH2:31]1

참가 물질

반응물 4

HCID 11776Triphenylphosphine

HCID 943922,6-Difluorophenol

HCID 5353800Diamide

HCID 114160742-[3-(4-Tert-butoxycarbonyl-1-piperazinyl)-2-pyrazinyloxy]ethanol

생성물 1

HCID 220363682-(2,6-Difluorophenoxy)ethyl 3-(1-piperazinyl)-2-pyrazinyl ether

실험 절차

The title compound was prepared according to the procedure of Example 77 starting from 2,6-difluorophenol (239 mg, 1.84 mmol), TMAD (384 mg, 2.25 mmol), 2-[3-(4-tert-butoxycarbonyl-1-piperazinyl)-2-pyrazinyloxy]ethanol (600 mg, 1.86 mmol; prepared in Example 52, Step 2), and triphenylphosphine (969 mg, 3.69 mmol) to give 279 mg (45%) of a solid: mp 101-102° C. HRMS m/z calcd for C16H18F2N4O2 (M)+336.1398, found 336.1403.