Acetic Acid → HCID 178447262, compound

HRID 741872Notes

Reaction equation

HRID 741872 reaction equation
[C:1]([C:5]([NH:7][C:8]1[N:9]=[C:10]([OH:27])[C:11]2[CH2:17][CH:16]([CH2:18][O:19][Si](C(C)(C)C)(C)C)[CH2:15][NH:14][C:12]=2[N:13]=1)=[O:6])([CH3:4])([CH3:3])[CH3:2].C(O)(=O)C>C1COCC1.O>[C:1]([C:5]([NH:7][C:8]1[N:9]=[C:10]([OH:27])[C:11]2[CH2:17][CH:16]([CH2:18][OH:19])[CH2:15][NH:14][C:12]=2[N:13]=1)=[O:6])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 178447263HCID 178447263, compound

Product 1

HCID 178447262HCID 178447262, compoundYield 87.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
22 °C

Procedure

To a mixture of 5.0 g of 2-t-butylcarbonylamino-4-hydroxy-6-[t-butyl(dimethyl)silyloxymethyl]-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidine in 50 ml of THF and 50 ml of water were added 150 ml of glacial acetic acid. The mixture was stirred 18 hours at 22° C. and then evaporated to a viscous oil. Water was added and the resulting white precipitate collected by filtration to give 3.1 g of the title compound: mp 236-238° C.; Anal. Calcd for C19H34N4O3Si: C, 55.70; H, 7.19; N, 19.99. Found: C, 55.96; H, 7.25; N, 19.69.

Workup

  1. customevaporated to a viscous oil
  2. additionWater was added
  3. filtrationthe resulting white precipitate collected by filtration

Sources & evidence

ORD record
ord-cbcd00ecbaf942509a9e506c0c1aed8e
Source dataset
uspto-grants-1996_09
Patent number
US05552545

Reaction notes

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