Water → 4-[2-(5-amino-4-[4-cyclopropyl-7-methoxynaphthalen-1-yl]-4H-1,2,4-triazol-3-ylthio)acetamido]-3-chlorobenzoic acid

HRID 1039386

Reaktionsgleichung

[NH2:1][C:2]1[N:3]([C:22]2[C:31]3[C:26](=[CH:27][CH:28]=[C:29]([O:32][CH3:33])[CH:30]=3)[C:25]([CH3:34])=[CH:24][CH:23]=2)[C:4]([S:7][CH2:8][C:9]([NH:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][C:13]=2[Cl:21])=[O:10])=[N:5][N:6]=1.BrC1N(C2C3C(=CC=C(OC)C=3)C(C)=CC=2)C(S[CH2:42][C:43](NC2C=CC(C(O)=O)=CC=2Cl)=O)=NN=1.O>CN(C=O)C>[NH2:1][C:2]1[N:3]([C:22]2[C:31]3[C:26](=[CH:27][CH:28]=[C:29]([O:32][CH3:33])[CH:30]=3)[C:25]([CH:34]3[CH2:43][CH2:42]3)=[CH:24][CH:23]=2)[C:4]([S:7][CH2:8][C:9]([NH:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][C:13]=2[Cl:21])=[O:10])=[N:5][N:6]=1

Komponenten

Reaktionsbedingungen

Temperatur: 50 °C

Versuchsvorschrift

Compound 10 (100 mg, 0.32 mmol) and 3-chloro-4-(2-chloroacetamido)benzoic acid (11) (79 mg, 0.32 mmol) were dissolved in DMF (2 mL) and the mixture was stirred at 50° C. for 18 hours. Water was then added to the mixture and the precipitate formed collected to give the crude 4-[2-(5-amino-4-[4-cyclopropyl-7-methoxynaphthalen-1-yl]-4H-1,2,4-triazol-3-ylthio)acetamido]-3-chlorobenzoic acid (12) which was used in next step without further purification.

Aufarbeitung

customthe precipitate formed
customcollected

Quellen und Nachweise

ORD-Eintrag: ord-cb3e2801c85d41659708a0bee0a13ce3
Quelldatensatz: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08552043B2

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