Hydrochloric Acid → Methyl-2-[3,3-difluoro-pyrrolidinyl]-4-methylamino-5-nitro-benzoate

HRID 1189645Notes

Reaction equation

HRID 1189645 reaction equation
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([NH:13][CH3:14])=[CH:6][C:5]=1Cl.[F:17][C:18]1([F:23])[CH2:22][CH2:21][NH:20][CH2:19]1.Cl.CCN(C(C)C)C(C)C>O1CCOCC1>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([NH:13][CH3:14])=[CH:6][C:5]=1[N:20]1[CH2:21][CH2:22][C:18]([F:23])([F:17])[CH2:19]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 27828273,3-DifluoropyrrolidineHCID 67957559Methyl 2-chloro-4-(methylamino)-5-nitrobenzoate

Product 1

HCID 67957632Methyl-2-[3,3-difluoro-pyrrolidinyl]-4-methylamino-5-nitro-benzoate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The sub-title compound is prepared in analogy to procedure 6a from methyl-2-chloro-4-methylamino-5-nitro-benzoate (1.00 g, 4.09 mmol), 3,3-difluoro-pyrrolidine×HCl (880 mg, 6.13 mmol), DIPEA (2.8 mL, 16 mmol) and dioxane (10 mL).

Sources & evidence

ORD record
ord-9961ea978aff4fa4897786a12659325a
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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