Dimethylformamide → HCID 24956665, Verbindung

HRID 1684940Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1684940
[C:1]1([C:7]2[NH:18][C:10]3=[N:11][CH:12]=[C:13]([C:15]([OH:17])=O)[CH:14]=[C:9]3[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.F[P-](F)(F)(F)(F)F.[N:26]1(O[P+](N(C)C)(N(C)C)N(C)C)[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2N=N1.[CH:46]1([NH2:49])[CH2:48][CH2:47]1.CN(C)[CH:52]=[O:53]>>[CH:46]1([NH:49][C:52]([C:32]2[CH:31]=[C:30]([NH:26][C:15]([C:13]3[CH:14]=[C:9]4[CH:8]=[C:7]([C:1]5[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=5)[NH:18][C:10]4=[N:11][CH:12]=3)=[O:17])[CH:29]=[CH:34][CH:33]=2)=[O:53])[CH2:48][CH2:47]1

Komponenten

5

Edukt 4

HCID 6228DimethylformamideHCID 69828CyclopropylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 224776352-phenyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid

Produkt 1

HCID 24956665HCID 24956665, Verbindung

Versuchsvorschrift

To a solution of compound B of this example (18 mg, 80% pure) in dimethyl formamide (1 mL) at RT were added BOP (40 mg) and cyclopropylamine (0.05 mL). After stirring for 30 min, the reaction mixture was purified by RP HPLC eluting with a mixture of methanol in water containing 0.1% TFA. The fractions containing the product were collected, concentrated, and neutralized with NaHCO3 solution. The solid obtained was filtered, washed with water, and dried in vacuo to afford the title compound (11 mg). LC/MS; (M+H)+=397.

Aufarbeitung

  1. customat RT
  2. customthe reaction mixture was purified by RP HPLC
  3. washeluting with a mixture of methanol in water containing 0.1% TFA
  4. additionThe fractions containing the product
  5. customwere collected
  6. concentrationconcentrated
  7. customThe solid obtained
  8. filtrationwas filtered
  9. washwashed with water
  10. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-62fdb193803343fc96b308d0e0f45666
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08148361B2

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