Lithium Hydroxide → HCID 178524360, Verbindung

HRID 1819482Notizen

Reaktionsgleichung

C[O:2][C:3](=[O:42])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][NH:11][CH:12]2[CH2:17][CH2:16][CH:15]([CH2:18][NH:19][C:20]3[C:25]([N+:26]([O-:28])=[O:27])=[CH:24][N:23]=[C:22]([NH:29][CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=4[O:37][C:38]([F:41])([F:40])[F:39])[N:21]=3)[CH2:14][CH2:13]2)[CH:5]=1.[Li+].[OH-]>O.CO>[N+:26]([C:25]1[C:20]([NH:19][CH2:18][C@H:15]2[CH2:16][CH2:17][C@H:12]([NH:11][CH2:10][C:6]3[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=3)[C:3]([OH:42])=[O:2])[CH2:13][CH2:14]2)=[N:21][C:22]([NH:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=2[O:37][C:38]([F:41])([F:40])[F:39])=[N:23][CH:24]=1)([O-:28])=[O:27]

Komponenten

Reaktionsbedingungen

Temperatur: 50 °C

Versuchsvorschrift

A mixture of 3-[(4-{[5-nitro-2-(2-trifluoromethoxy-benzylamino)-pyrimidin-4-ylamino]-methyl}-cyclohexylamino)-methyl]-benzoic acid methyl ester (75 mg, 0.13 mmol), LiOH (30 mg, 1.29 mmol) and water (3 drops) in MeOH (2 mL) was heated at 50° C. for 18 h. The reaction mixture was concentrated in vacuo then taken up in water and EtOAc. Dilute HCl was added until the aqueous phase reached pH 6. The solid that precipitated was isolated by filtration to afford the target compound (20 mg, 30%) as a white solid, m/z 575 (M+1)+.

Aufarbeitung

concentrationThe reaction mixture was concentrated in vacuo
additionDilute HCl was added until the aqueous phase
customThe solid that precipitated
customwas isolated by filtration

Quellen und Nachweise

ORD-Eintrag: ord-26d6b13705e84d278b7e9b2807522777
Quelldatensatz: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07601714B2

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