Hydrochloric Acid → HCID 178483003, compound

HRID 1366662Notes

Reaction equation

HRID 1366662 reaction equation
CC(OC([N:8](C(OC(C)(C)C)=O)[N:9]([C:17]1[C:22]([F:23])=[C:21]([N:24]([CH2:26][C:27]2[N:28]=[C:29]([NH2:32])[S:30][CH:31]=2)[CH3:25])[N:20]=[C:19]([Cl:33])[N:18]=1)C(OC(C)(C)C)=O)=O)(C)C.[ClH:41]>CO.O1CCOCC1>[ClH:33].[ClH:41].[ClH:33].[NH2:32][C:29]1[S:30][CH:31]=[C:27]([CH2:26][N:24]([CH3:25])[C:21]2[NH:20][C:19]([Cl:33])=[N:18][C:17](=[N:9][NH2:8])[C:22]=2[F:23])[N:28]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86637024HCID 86637024, compound

Product 1

HCID 178483003HCID 178483003, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

Tris(1,1-dimethylethyl)2-{6-[[(2-amino-1,3-thiazol-4-yl)methyl](methyl)amino]-2-chloro-5-fluoro-4-pyrimidinyl}-1,1,2-hydrazinetricarboxylate (220 mg, 0.36 mmol) was dissolved in 10 mL of methanol and stirred. To this solution, 5 mL of 4M HCl in dioxane was slowly added. The mixture was stirred for 3 days and was evaporated to provide 6-[[(2-amino-1,3-thiazol-4-yl)methyl](methyl)amino]-2-chloro-5-fluoro-4(1H)-pyrimidinone hydrazone trihydrochloride (150 mg, 83%). LCMS: (M+H)+: 303.9.

Workup

  1. stirringThe mixture was stirred for 3 days
  2. customwas evaporated

Sources & evidence

ORD record
ord-a11fb68d79634e47b737e9674e62c661
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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