Hydrochloric Acid → HCID 86601641, compound

HRID 32586Notes

Reaction equation

HRID 32586 reaction equation
Cl.OS(O)(=O)=O.C[O:8][CH:9](OC)[CH2:10][N:11]1[C:15]([C:16]2[S:25][C:19]3[N:20]=[CH:21][N:22]=[C:23]([NH2:24])[C:18]=3[CH:17]=2)=[C:14]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:13]=[CH:12]1.C([O-])(O)=O.[Na+]>C1COCC1>[NH2:24][C:23]1[C:18]2[CH:17]=[C:16]([C:15]3[N:11]([CH2:10][CH:9]=[O:8])[CH:12]=[N:13][C:14]=3[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[S:25][C:19]=2[N:20]=[CH:21][N:22]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 104524446-[1-(2,2-dimethoxyethyl)-4-phenyl-1H-imidazol-5-yl]thieno[2,3-d]pyrimidin-4-amine

Product 1

HCID 86601641HCID 86601641, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

2M HCl (8 mL) and conc. H2SO4 (0.5 mL) were added to a solution of 6-[1-(2,2-dimethoxyethyl)-4-phenyl-1H-imidazol-5-yl]thieno[2,3-d]pyrimidin-4-amine (Example 64) (1.54 g) in THF (20 mL). The reaction was heated at 60° C. for 72 hours, allowed to cool to ambient temperature and then poured into NaHCO3 (aq. 50% sat.) (100 mL). The resultant precipitate was filtered to afford the title compound as a pale yellow solid (1 g, 74%) (used without further purification);

Workup

  1. temperatureto cool to ambient temperature
  2. filtrationThe resultant precipitate was filtered

Sources & evidence

ORD record
ord-2540157dd6f24087a0c916e37e441e85
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

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