Potassium Carbonate → 1-(2-(4-(5-(Thiophen-2-yl)thiophen-2-yl)pyrimidin-2-ylamino)ethyl)-1H-benzo[d]imidazol-2(3H)-one

HRID 2267297Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2267297
Cl[C:2]1[N:7]=[C:6]([C:8]2[S:9][C:10]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)=[CH:11][CH:12]=2)[CH:5]=[CH:4][N:3]=1.Cl.[NH2:19][CH2:20][CH2:21][N:22]1[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[NH:24][C:23]1=[O:31].C(=O)([O-])[O-].[K+].[K+]>CN1CCCC1>[S:14]1[CH:15]=[CH:16][CH:17]=[C:13]1[C:10]1[S:9][C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH:19][CH2:20][CH2:21][N:22]3[C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=4[NH:24][C:23]3=[O:31])[N:7]=2)=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 186308891-(2-aminoethyl)-2,3-dihydro-1H-1,3-benzodiazol-2-one hydrochlorideHCID 446139892-Chloro-4-(5-(thiophen-2-yl)thiophen-2-yl)pyrimidine

Produkt 1

HCID 602042691-(2-(4-(5-(Thiophen-2-yl)thiophen-2-yl)pyrimidin-2-ylamino)ethyl)-1H-benzo[d]imidazol-2(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 84541-MethylpyrrolidineLösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

A mixture of 2-chloro-4-(5-(thiophen-2-yl)thiophen-2-yl)pyrimidine (20 mg, 0.072 mmol), 1-(2-aminoethyl)-1H-benzo[d]imidazol-2(3H)-one hydrochloride salt (15 mg, 0.072 mmol) and potassium carbonate (20 mg, excess) in N-methylpyrrolidine (1 mL) was heated at 160° C. for 35 min in a Personal Chemistry microwave reactor. The solvent was removed in vacuo and the product was purified by HPLC to give the title compound (trifluoroacetate salt) as a yellow solid. MS (M+H)+ 420.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customthe product was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-26f7f6a01dfe450a90d790368ff68c62
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07858785B2

Notizen zur Reaktion

Wird geladen…