Hydrochloric Acid → HCID 178514353, compound

HRID 1366653Notes

Reaction equation

HRID 1366653 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][CH2:25][CH2:26][C:27]2[CH:31]=[CH:30][S:29][CH:28]=2)[N:20]=[C:19]([Cl:32])[N:18]=1)C(OC(C)(C)C)=O)=O)(C)C.Cl>CO>[Cl:32][C:19]1[NH:20][C:21]([NH:24][CH2:25][CH2:26][C:27]2[CH:31]=[CH:30][S:29][CH:28]=2)=[C:22]([F:23])[C:17](=[N:9][NH2:8])[N:18]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86637019HCID 86637019, compound

Product 1

HCID 178514353HCID 178514353, compoundYield 12%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Tris(1,1-dimethylethyl)2-(2-chloro-5-fluoro-6-{[2-(3-thienyl)ethyl]amino}-4-pyrimidinyl)-1,1,2-hydrazinetricarboxylate (2.389 g, 4.07 mmol) was dissolved in MeOH (25 mL) and HCl (4M in 1,4-dioxane) (25 mL) at room temperature. The reaction mixture was left to stir over 3 days, evaporated and purified by RP-HPLC to provide 2-chloro-5-fluoro-6-{[2-(3-thienyl)ethyl]amino}-4(1H)-pyrimidinone hydrazone as a brown sticky solid (0.1401 g). LCMS: (M+H)+=288.0.

Workup

  1. customat room temperature
  2. waitThe reaction mixture was left
  3. customevaporated
  4. custompurified by RP-HPLC

Sources & evidence

ORD record
ord-9d1104b8d0cf4167910393125d8796bb
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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