Hydrochloric Acid → HCID 21891802, compound

HRID 720630Notes

Reaction equation

HRID 720630 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][C:15]2[NH:23][C:22]3[C:21](=[O:24])[N:20]([CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[C:19](=[O:32])[N:18]([CH2:33][CH2:34][CH2:35][CH3:36])[C:17]=3[N:16]=2)=[CH:10][CH:9]=1)(C)(C)C.Cl.O.C(=O)(O)[O-].[Na+]>O1CCOCC1.[Cl-].[Na+].O>[NH2:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][C:15]2[NH:23][C:22]3[C:21](=[O:24])[N:20]([CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[C:19](=[O:32])[N:18]([CH2:33][CH2:34][CH2:35][CH3:36])[C:17]=3[N:16]=2)=[CH:12][CH:13]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 10029078HCID 10029078, compound

Product 1

HCID 21891802HCID 21891802, compoundYield 99.3%

Reagents, catalysts & solvents 2

HCID 312751,4-DioxaneSolvent2×HCID 57417360Sodium chloride; waterSolvent

Procedure

[4-(1-Benzyl-3-butyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylmethyl)-phenyl]-carbamic acid tert-butyl ester (303 mg) was suspended in p-dioxane (3 mL) and 4M HCl in p-dioxane (Aldrich, 5 mL) added. After 17 h the reaction mixture was poured into water and the mixture cautiously neutralized with saturated aqueous sodium bicarbonate. Brine was added to the mixture which was then thoroughly extracted with dichloromethane. The combined organic extracts were dried (sodium sulfate) and concentrated in vacuo to give the desired product as an orange solid (241 mg).

Workup

  1. extractionwas then thoroughly extracted with dichloromethane
  2. dry with materialThe combined organic extracts were dried (sodium sulfate)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2b03e8a580064254bb338dd6a2b6382d
Source dataset
uspto-grants-2006_11
Patent number
US07135475B2

Reaction notes

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