Hydrochloric Acid → HCID 59586841, compound

HRID 1887424Notes

Reaction equation

HRID 1887424 reaction equation
[Cl:1][C:2]1[C:3]2[C:10]3[CH2:11][CH2:12][N:13](C(OC(C)(C)C)=O)[CH2:14][C:9]=3[S:8][C:4]=2[N:5]=[CH:6][N:7]=1.Cl>C1COCC1.O1CCOCC1>[Cl:1][C:2]1[C:3]2[C:10]3[CH2:11][CH2:12][NH:13][CH2:14][C:9]=3[S:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 49788563tert-Butyl 4-chloro-5,6-dihydropyrido(4',3':4,5)thieno(2,3-d)pyrimidine-7(8H)-carboxylate

Product 1

HCID 59586841HCID 59586841, compoundYield 82.8%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl 4-chloro-5,8-dihydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine-7(6H)-carboxylate (3500 mg, 10.7 mmol) in THF (100 mL) was added 4 N HCl in 1,4-dioxane (4 N, 6 mL). The reaction mixture was stirred at room temperature for 24 h. The white precipitate was collected and dried under reduced pressure and gave 2000 mg (82%) of the desired product. LCMS RT=0.21 min, [M+1]+=226.

Workup

  1. customThe white precipitate was collected
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-faa9021688144b12975cc3113b12d98d
Source dataset
uspto-grants-2013_08
Patent number
US08501755B2

Reaction notes

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