Acetonitrile → 1-Benzyl-1H-indole-3-carboxylic acid pyrimidin-4-ylamide

HRID 1159134

Reaktionsgleichung

Reaktionsgleichung von HRID 1159134
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]([OH:19])=O)=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:20]1[CH:25]=[CH:24][C:23]([NH2:26])=[N:22][CH:21]=1.CC#N>O=S(Cl)Cl.CN1C(=O)CCC1>[N:20]1[CH:25]=[CH:24][C:23]([NH:26][C:17]([C:10]2[C:11]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:9]=2)=[O:19])=[N:22][CH:21]=1

Komponenten

6

Edukt 3

HCID 6342AcetonitrileHCID 336711-benzyl-1H-indole-3-carboxylic acidHCID 689584-Aminopyrimidine

Produkt 1

HCID 595139721-Benzyl-1H-indole-3-carboxylic acid pyrimidin-4-ylamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 13387N-methyl-2-pyrrolidoneLösungsmittelHCID 24386Thionyl ChlorideLösungsmittel

Versuchsvorschrift

1-Benzylindole-3-carboxylic acid (25.9 mg, 96 mmol) was dissolved in SOCl2 (1 mL) and the mixture was stirred for 30 min before the volatiles were removed in vacuo. The residue was dissolved in MeCN (200 μL) and added to a solution of pyrimidin-4-yl-amine (10 mg, 105 mmol) in NMP (200 μL). The reaction mixture was stirred 16 hours at room temperature before the MeCN was removed in vacuo. The residue was purified using HPLC method D to give title compound.

Aufarbeitung

  1. customwere removed in vacuo
  2. dissolutionThe residue was dissolved in MeCN (200 μL)
  3. customwas removed in vacuo
  4. customThe residue was purified

Quellen und Nachweise

ORD-Eintrag
ord-481fb1c78bb44715b4b824227f0f607e
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07812043B2

Verknüpfte Notizen

Wird geladen…