Hydrochloric Acid → HCID 15300825, compound

HRID 863751Notes

Reaction equation

HRID 863751 reaction equation
[OH-:1].[Na+].Cl[C:4]1([C:13]2[N:18]=[C:17]([O:19][CH3:20])[CH:16]=[C:15]([O:21][CH3:22])[N:14]=2)[C:12]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][O:5]1.Cl.C[OH:25]>>[CH3:22][O:21][C:15]1[CH:16]=[C:17]([O:19][CH3:20])[N:18]=[C:13]([C:4]([C:12]2[C:7]([C:6]([OH:25])=[O:5])=[N:8][CH:9]=[CH:10][CH:11]=2)=[O:1])[N:14]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 54472943HCID 54472943, compound

Product 1

HCID 15300825HCID 15300825, compound

Procedure

0.208 g of 50% NaOH is added at 55° to a solution of 0.551 g of 5-chloro-5-(4,6-dimethoxy-2-pyrimidinyl)-furo[3,4,b]pyridine (Table B, cpd. no. 68) in 50 ml methanol. The mixture stirred for a further 1/2 hr at 55°, cooled in an ice-bath, acidified with 1 ml of concentrated HCl and the solvent evaporated. The residue is partitioned between 50 ml of CH2Cl2 and 50 ml H2O and the CH2Cl2 layer concentrated to give 0.39 g of the title product as a white solid, m.p. 71°-73° C.

Workup

  1. temperaturecooled in an ice-bath
  2. customthe solvent evaporated
  3. customThe residue is partitioned between 50 ml of CH2Cl2 and 50 ml H2O
  4. concentrationthe CH2Cl2 layer concentrated

Sources & evidence

ORD record
ord-149b3db9d4e84e51a750f76130aa4f13
Source dataset
uspto-grants-1996_10
Patent number
US05561101

Reaction notes

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