Hydrochloric Acid → 3-benzyl-6-methyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione hydrochloride

HRID 742974Notes

Reaction equation

HRID 742974 reaction equation
[ClH:1].[CH2:2]([N:9]1[C:14](=[O:15])[C:13]2[CH2:16][NH:17][CH2:18][CH2:19][C:12]=2[NH:11][C:10]1=[O:20])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:21]=O.Cl>C(O)=O>[ClH:1].[CH2:2]([N:9]1[C:14](=[O:15])[C:13]2[CH2:16][N:17]([CH3:21])[CH2:18][CH2:19][C:12]=2[NH:11][C:10]1=[O:20])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 194233343-benzyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione hydrochloride

Product 1

HCID 194233303-benzyl-6-methyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione hydrochloride

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

6.5 g of 3-benzy1-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]-pyrimidine-2,4-dione hydrochloride were added at 0° C. to a mixture of 5.5 ml of 90% formic acid and 4 ml of 37% formaldehyde, with stirring. After heating for 8 h at the reflux temperature, 26.5 ml of i N hydrochloric acid were added at room temperature and the mixture was then concentrated under reduced pressure. After recrystallization from isopropanol/water, 3-benzyl-6-methyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione hydrochloride was obtained from the residue.

Workup

  1. additionwere added at room temperature
  2. concentrationthe mixture was then concentrated under reduced pressure
  3. customAfter recrystallization from isopropanol/water

Sources & evidence

ORD record
ord-b26948a8cefd4bb593d22acd2b9c89ac
Source dataset
uspto-grants-1996_09
Patent number
US05556854

Reaction notes

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