Hydrochloric Acid → HCID 178432897, compound

HRID 1930552Notes

Reaction equation

HRID 1930552 reaction equation
[OH:1][C:2]1[C:3]2[CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21][C:4]=2[N:5]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH:19]=[CH:18][N:17]=[C:16]3[CH3:20])=[CH:11][CH:10]=2)[N:7]=1.Cl>C(O)C>[CH3:20][C:16]1[N:15]([C:12]2[CH:13]=[CH:14][C:9]([NH:8][C:6]3[N:7]=[C:2]([OH:1])[C:3]4[CH2:24][NH:23][CH2:22][CH2:21][C:4]=4[N:5]=3)=[CH:10][CH:11]=2)[CH:19]=[CH:18][N:17]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178432899HCID 178432899, compound

Product 1

HCID 178432897HCID 178432897, compoundYield 74.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
75 °C

Procedure

tert-Butyl 4-hydroxy-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (2.3 g, 5.44 mmol, Example 9d) was added to a solution of hydrogen chloride (10 mL, 5.44 mmol) in ethanol (20 mL). The solution was stirred at 75° C. for 30 min allowing the EtOH to evaporate. The solution was made basic with potassium carbonate (s) and EtOAc (20 mL) was added. After stirring 10 min the precipitated product was filtered off and dried to give 2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-ol (1.300 g, 74.1%). MS (ESI+)/(ESI−) m/z 323/321

Workup

  1. customto evaporate
  2. additionwas added
  3. stirringAfter stirring 10 min the precipitated product
  4. filtrationwas filtered off
  5. customdried

Sources & evidence

ORD record
ord-5d79be921ae74aebba6f04a2fe7c4a6a
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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