Trifluoroacetic acid → HCID 86586793, compound

HRID 1265502Notes

Reaction equation

HRID 1265502 reaction equation
I[C:2]1[C:7]([O:8][CH2:9][C:10]([F:13])([F:12])[F:11])=[CH:6][C:5]([NH2:14])=[C:4]([N+:15]([O-:17])=[O:16])[CH:3]=1.[CH3:18][C:19]([O:22][C:23]([O:25]C(OC(C)(C)C)=O)=O)([CH3:21])[CH3:20].C(O)([C:35]([F:38])([F:37])[F:36])=O>C(Cl)Cl>[C:19]([O:22][C:23](=[O:25])[NH:14][C:5]1[CH:6]=[C:7]([O:8][CH2:9][C:10]([F:13])([F:12])[F:11])[C:2]([C:35]([F:38])([F:37])[F:36])=[CH:3][C:4]=1[N+:15]([O-:17])=[O:16])([CH3:21])([CH3:20])[CH3:18]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 90495Di-tert-butyl dicarbonateHCID 18613317HCID 18613317, compound

Product 1

HCID 86586793HCID 86586793, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared via the di-Boc-compound from 4-iodo-2-nitro-5-(2,2,2-trifluoro-ethoxy)-phenylamine [prepared by stirring 5-chloro-4-iodo-2-nitro-phenylamine (Example A1), 2,2,2-trifluoroethanol and KOH in DMSO at 23° C. for 32.5 days.] and Boc2O, followed by treatment with 2 eq. TFA in CH2Cl2 according to the general procedure B (method c). Obtained as a yellow solid (18.955 g).

Sources & evidence

ORD record
ord-aa0fae7ce01e4705ab3c3609f293efe8
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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