4-Methylmorpholine → HCID 70974688, Verbindung

HRID 1477230

Reaktionsgleichung

Cl.[F:2][C:3]([F:21])([F:20])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:19]=[C:18]3[C:13]([CH2:14][CH2:15][NH:16][CH2:17]3)=[CH:12][CH:11]=2)=[CH:6][CH:5]=1.[N:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28](O)=[O:29])[N:23]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CN1CCOCC1>CN(C=O)C.O.C(#N)C>[N:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([N:16]2[CH2:15][CH2:14][C:13]3[C:18](=[CH:19][C:10]([C:7]4[CH:6]=[CH:5][C:4]([C:3]([F:2])([F:20])[F:21])=[CH:9][CH:8]=4)=[CH:11][CH:12]=3)[CH2:17]2)=[O:29])[N:23]=1

Komponenten

Reaktionsbedingungen

Temperatur: 23 °C

Versuchsvorschrift

To a suspension of 7-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride (50 mgs, 0.16 mmol), pyridazine-3-carboxylic acid (30 mgs, 0.24 mmol), HATU (91 mgs, 0.24 mmol), in DMF (1.0 mL) was added NMM (0.05 mL, 0.48 mmol) and the resulting solution was stirred at 23° C. for 16 h. The reaction mixture was then diluted with water/acetonitrile (10:1) and the solid formed was then washed with water, diethylether and dried to give the title compound. MS found for C21H16F3N3O as (M+H)+ 384.1 1H NMR (400 MHz, dmso-d6): mixture of rotomers (˜1.5:1): major rotomer: δ 8.93 (m, 2H), 7.96-7.91 (m, 3H); 7.91-7.55 (m, 6H); 7.32 (m, 1H); 4.90 (s, 2H); 3.44-3.41 (m, 2H); 2.86-2.848 (m, 2H).

Aufarbeitung

customthe solid formed
washwas then washed with water, diethylether
customdried

Quellen und Nachweise

ORD-Eintrag: ord-32e13f1d62e9418680ec7dd20e4f3b0e
Quelldatensatz: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09403782B2

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