Hydrochloric Acid → HCID 178514349, compound

HRID 1366585Notes

Reaction equation

HRID 1366585 reaction equation
CC(OC([N:8](C(OC(C)(C)C)=O)[N:9]([C:17]1[C:22]([F:23])=[C:21]([NH:24][CH:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[N:20]=[C:19]([Cl:31])[N:18]=1)C(OC(C)(C)C)=O)=O)(C)C.Cl>CO.O1CCOCC1>[Cl:31][C:19]1[NH:20][C:21]([NH:24][CH:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)=[C:22]([F:23])[C:17](=[N:9][NH2:8])[N:18]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86636993HCID 86636993, compound

Product 1

HCID 178514349HCID 178514349, compoundYield 71%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of tris(1,1-dimethylethyl)2-[2-chloro-5-fluoro-6-(tetrahydro-2H-pyran-4-ylamino)-4-pyrimidinyl]-1,1,2-hydrazinetricarboxylate (0.602 g, 1.071 mmol) in MeOH (20 mL) was added 4M HCl in 1,4-dioxane (20 mL). After stirring at room temperature for 2 days, the solvent was evaporated and saturated NaHCO3 was added. The aqueous layer was extracted, and the organics were dried (Na2SO4) and concentrated in vacuo to provide 2-chloro-5-fluoro-6-(tetrahydro-2H-pyran-4-ylamino)-4(1H)-pyrimidinone hydrazone as a red solid (0.199 g). LCMS: (M+H)+=261.8.

Workup

  1. customthe solvent was evaporated
  2. additionsaturated NaHCO3 was added
  3. extractionThe aqueous layer was extracted
  4. dry with materialthe organics were dried (Na2SO4)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-23870decf06c4862a8c61db2c24d4634
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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