Hydrochloric Acid → 6-carboxy-4-(3-chloroanilino)-7H-pyrrolo[2,3-d]pyrimidine

HRID 567756Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 567756
O[Li].[OH2:3].[Cl:4][C:5]1[CH:6]=[C:7]([CH:23]=[CH:24][CH:25]=1)[NH:8][C:9]1[C:10]2[CH:19]=[C:18](OCC)[NH:17][C:11]=2[NH:12][C:13](=C=O)[N:14]=1.Cl.[CH3:27][OH:28]>O>[C:27]([C:18]1[NH:17][C:11]2[N:12]=[CH:13][N:14]=[C:9]([NH:8][C:7]3[CH:23]=[CH:24][CH:25]=[C:5]([Cl:4])[CH:6]=3)[C:10]=2[CH:19]=1)([OH:28])=[O:3]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 1765196754-(3-chloroanilino)-6-ethoxy-carbonyl-7H-pyrrolo[2,3-d]pyrimidine

Produkt 1

HCID 212626746-carboxy-4-(3-chloroanilino)-7H-pyrrolo[2,3-d]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 25 mg (0.6 mmol) of LiOH.H2O in 0.4 ml of H2O is added dropwise to a suspension of 95 mg (0.30 mmol) of 4-(3-chloroanilino)-6-ethoxy-carbonyl-7H-pyrrolo[2,3-d]pyrimidine (see stage1.4) in 0.7 ml of methanol and the mixture is heated to boiling for 4.5 h. It is cooled in an ice bath and acidified with 0.6 ml of 1 normal HCl solution. Filtering off and washing with water yields 6-carboxy-4-(3-chloroanilino)-7H-pyrrolo[2,3-d]pyrimidine; HPLC: tRet(Grad20)=8.7; FAB-MS: (M+H)+=289.

Aufarbeitung

  1. temperaturethe mixture is heated
  2. temperatureIt is cooled in an ice bath
  3. filtrationFiltering off
  4. washwashing with water

Quellen und Nachweise

ORD-Eintrag
ord-b9143c73542147fba59832036551e43c
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06180636B2

Notizen zur Reaktion

Wird geladen…