Trifluoroacetic acid → Trifluoroacetic acid

HRID 1430928Notes

Reaction equation

HRID 1430928 reaction equation
[NH2:1][C:2]1[C:3]([F:35])=[C:4]([N:22]2[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23]2)[CH:5]=[C:6]([N:8]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[C:9]([O:11][CH3:12])=[O:10])[CH:7]=1.[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39]>C(Cl)CCl>[NH2:1][C:2]1[CH:7]=[C:6]([N:8]([CH2:13][C:14]2[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=2)[C:9](=[O:10])[O:11][CH3:12])[CH:5]=[C:4]([N:22]2[CH2:23][CH2:24][NH:25][CH2:26][CH2:27]2)[C:3]=1[F:35].[C:38]([OH:40])([C:37]([F:42])([F:41])[F:36])=[O:39]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86708632Tert-butyl 4-(3-amino-2-fluoro-5-((4-methoxybenzyl)(methoxycarbonyl)amino)phenyl)piperazine-1-carboxylate

Product 2

HCID 6422Trifluoroacetic acidHCID 86708631Methyl (3-amino-4-fluoro-5-(piperazin-1-yl)phenyl)(4-methoxybenzyl)carbamate

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

tert-butyl 4-(3-amino-2-fluoro-5-((4-methoxybenzyl)(methoxycarbonyl)amino)phenyl)piperazine-1-carboxylate (317 mg, 0.474 mmol) was dissolved in ClCH2CH2Cl (4 ml): Trifluoroacetic acid (1 ml; 12.98 mmol) was added and the reaction mixture was stirred at room temperature for 2 hours, then evaporated to dryness. 470.1 mg crude methyl (3-amino-4-fluoro-5-(piperazin-1-yl)phenyl)(4-methoxybenzyl)carbamate, TFA (470.1 mg) were isolated.

Workup

  1. customevaporated to dryness

Sources & evidence

ORD record
ord-1e42f3a81a7f4e49b5c3c4da9f21ec5c
Source dataset
uspto-grants-2015_01
Patent number
US08940736B2

Reaction notes

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