Reaktion #2149424

ord-69ce6d14041d43b1b841c9f5f96b60ac

Reaktionsgleichung

CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
HATU
CCN(CC)CC
Triethylamine
Oc1ccccc1-c1nc(N2CCNCC2)c2ccccc2n1
2-(4-(piperazin-1-yl)quinazolin-2-yl)phenol
CCCCC(O)C(=O)O
2-hydroxyhexanoic acid
CCC(C)(O)C(=O)N1CCN(c2nc(-c3ccccc3O)nc3ccccc23)CC1
2-hydroxy-1-(4-(2-(2-hydroxyphenyl)quinazolin-4-yl)piperazin-1-yl)-2-methylbutan-1-one

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigePurification

Vorschrift

A solution of 2-(4-(piperazin-1-yl)quinazolin-2-yl)phenol (70 mg, 0.23 mmol) in DMF (0.5 mL) was added to 2-hydroxyhexanoic acid (39.3 mg, 0.297 mmol). Triethylamine (63 μL) was added at room temperature, then a solution of HATU (113 mg) in 0.5 mL DMF. The reaction was stirred overnight. Purification using reverse phase HPLC (10-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)) gave 2-hydroxy-1-(4-(2-(2-hydroxyphenyl)quinazolin-4-yl)piperazin-1-yl)-2-methylbutan-1-one. LC/MS: m/z 421.3 (M+H)+ at 2.60 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08283354B2uspto-grants-2012_10