Tris(1,1-dimethylethyl) 2-{2-chloro-5-fluoro-6-[(2-furanylmethyl)(methyl)amino]-4-pyrimidinyl}-1,1,2-hydrazinetricarboxylate → HCID 86637017, compound

HRID 1366637Notes

Reaction equation

HRID 1366637 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[O:28][CH:29]=[CH:30][CH:31]=2)[CH3:25])[N:20]=[C:19]([Cl:32])[N:18]=1)C(OC(C)(C)C)=O)=O)(C)C>CO.Cl>[Cl:32][C:19]1[N:20]=[C:21]([N:24]([CH2:26][C:27]2[O:28][CH:29]=[CH:30][CH:31]=2)[CH3:25])[C:22]([F:23])=[C:17]([NH:9][NH2:8])[N:18]=1

Participants

4

Reactant 1

HCID 86637016Tris(1,1-dimethylethyl) 2-{2-chloro-5-fluoro-6-[(2-furanylmethyl)(methyl)amino]-4-pyrimidinyl}-1,1,2-hydrazinetricarboxylate

Product 1

HCID 86637017HCID 86637017, compoundYield 25.2%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

Tris(1,1-dimethylethyl)2-{2-chloro-5-fluoro-6-[(2-furanylmethyl)(methyl)amino]-4-pyrimidinyl}-1,1,2-hydrazinetricarboxylate (7.1439 g, 12.51 mmol) was dissolved in MeOH (65 mL) and HCl (4M in 1,4-dioxane) (65 mL). The reaction mixture was left to stir 5 hours, evaporated and purified by RP-HPLC to provide 2-chloro-5-fluoro-N-(2-furanylmethyl)-6-hydrazino-N-methyl-4-pyrimidinamine as an orange solid (0.8561 g). LCMS: (M+H)+=272.1.

Workup

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

Sources & evidence

ORD record
ord-43eece22a02f4d43be076c8075bb4ace
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

Loading…