tert-Butanol → Tert-butyl 3-(5-chloropyrazolo[1,5-a]pyrimidin-7-ylamino)benzoate

HRID 624735

Reaktionsgleichung

Reaktionsgleichung von HRID 624735
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]2[N:9]=[CH:10][CH:11]=[C:4]2[N:3]=1.[NH2:12][C:13]1[CH:14]=[C:15]([CH:23]=[CH:24][CH:25]=1)[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17].C(N(CC)CC)C.C(O)(C)(C)C>O>[Cl:1][C:2]1[CH:7]=[C:6]([NH:12][C:13]2[CH:14]=[C:15]([CH:23]=[CH:24][CH:25]=2)[C:16]([O:18][C:19]([CH3:21])([CH3:22])[CH3:20])=[O:17])[N:5]2[N:9]=[CH:10][CH:11]=[C:4]2[N:3]=1

Komponenten

6

Edukt 4

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 2737408tert-Butyl-3-aminobenzoateHCID 110741545,7-Dichloropyrazolo[1,5-a]pyrimidine

Produkt 1

HCID 58314667Tert-butyl 3-(5-chloropyrazolo[1,5-a]pyrimidin-7-ylamino)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To the reaction flask, 5,7-dichloropyrazolo[1,5-a]pyrimidine (1.6 g, 8.2 mmol) was added along with tert-butyl 3-aminobenzoate (1.7 g, 8.7 mmol), triethylamine (1.2 mL, 8.6 mmol), and t-butyl alcohol (22 mL). The reaction was heated at 100° C. for 6 hours then diluted with water, filtered and washed with water. The product, tert-butyl 3-(5-chloropyrazolo[1,5-a]pyrimidin-7-ylamino)benzoate, was collected as a solid in quantitative yield after drying under vacuum overnight. LCMS (M+1=345)

Aufarbeitung

  1. filtrationfiltered
  2. washwashed with water
  3. customThe product, tert-butyl 3-(5-chloropyrazolo[1,5-a]pyrimidin-7-ylamino)benzoate, was collected as a solid in quantitative yield
  4. customafter drying under vacuum overnight

Quellen und Nachweise

ORD-Eintrag
ord-5b2909cd09e6452788f9924317f815c4
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303033B2

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