Tris(1,1-dimethylethyl) 2-{2-chloro-5-fluoro-6-[(1,3-thiazol-4-ylmethyl)amino]-4-pyrimidinyl}-1,1,2-hydrazinetricarboxylate → HCID 178514351, compound

HRID 1366673Notes

Reaction equation

HRID 1366673 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][C:26]2[N:27]=[CH:28][S:29][CH:30]=2)[N:20]=[C:19]([Cl:31])[N:18]=1)C(OC(C)(C)C)=O)=O)(C)C>CO.Cl>[Cl:31][C:19]1[NH:20][C:21]([NH:24][CH2:25][C:26]2[N:27]=[CH:28][S:29][CH:30]=2)=[C:22]([F:23])[C:17](=[N:9][NH2:8])[N:18]=1

Participants

4

Reactant 1

HCID 86637026Tris(1,1-dimethylethyl) 2-{2-chloro-5-fluoro-6-[(1,3-thiazol-4-ylmethyl)amino]-4-pyrimidinyl}-1,1,2-hydrazinetricarboxylate

Product 1

HCID 178514351HCID 178514351, compoundYield 43.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

Tris(1,1-dimethylethyl)2-{2-chloro-5-fluoro-6-[(1,3-thiazol-4-ylmethyl)amino]-4-pyrimidinyl}-1,1,2-hydrazinetricarboxylate (0.51 g, 0.8868 mmol) was dissolved in MeOH (5 mL) and HCl (4M in 1,4-dioxane) (5 mL). The reaction mixture was left to stir overnight, then evaporated and purified by RP-HPLC to provide 2-chloro-5-fluoro-6-[(1,3-thiazol-4-ylmethyl)amino]-4(1H)-pyrimidinone hydrazone as an orange oil (0.105 g). LCMS: (M+H)+=275.0.

Workup

  1. waitThe reaction mixture was left
  2. customevaporated
  3. custompurified by RP-HPLC

Sources & evidence

ORD record
ord-4fe8d37fd7074f69a02f9ac5dc1aa804
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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