Sodium Bicarbonate → HCID 18932927, compound

HRID 1656520Notes

Reaction equation

HRID 1656520 reaction equation
C([O:3][C:4](OCC)([N:13]1[C:18](=[O:19])[C:17]([NH:20][C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])=[CH:16][N:15]=[CH:14]1)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)C.C(=O)(O)[O-].[Na+]>O1CCCC1.Cl>[CH2:24]([O:23][C:21]([NH:20][C:17]1[C:18](=[O:19])[N:13]([C:4](=[O:3])[CH2:5][C:6]2[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=2)[CH:14]=[N:15][CH:16]=1)=[O:22])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 70049881HCID 70049881, compound

Product 1

HCID 18932927HCID 18932927, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5-benzyloxycarbonylamino-2-(4-fluorophenyl)-6-oxo-1,6-dihydro-1-pyrimidinylacetaldehyde diethylacetal in tetrahydrofuran (7 mL) and 1N hydrochloric acid (5 mL) was heated at 60° C. for 18 h. The solution was cooled and neutralized with saturated aqueous sodium bicarbonate solution (pH 6). The solution was extracted with ethyl acetate and the organic extracts were dried and evaporated to give 5-benzyloxycarbonylamino-2-(4-fluorophenyl)-6-oxo-1,6-dihydro-1-pyrimidinylacetaldehyde as a white solid; NMR: 9.51 (s,1), 9.03 (s,1), 8.47 (s,1), 7.43 (m,9), 5.19 (s,2), 4.76 (s,2).

Workup

  1. temperatureThe solution was cooled
  2. extractionThe solution was extracted with ethyl acetate
  3. customthe organic extracts were dried
  4. customevaporated

Sources & evidence

ORD record
ord-08e4db7cf54640e2876413f91037475c
Source dataset
uspto-grants-1993_10
Patent number
US05254558

Reaction notes

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