Trifluoroacetic acid → HCID 59853000, compound

HRID 2374044Notes

Reaction equation

HRID 2374044 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15]C(=O)OC(C)(C)C)=[CH:11][C:10]=2[F:23])[CH:5]=[CH:4][N:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:15][C:12]1[CH:13]=[CH:14][C:9]([CH2:8][C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH2:1])[CH:7]=2)=[C:10]([F:23])[CH:11]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 59853080HCID 59853080, compound

Product 1

HCID 59853000HCID 59853000, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-((2-aminopyridin-4-yl)methyl)-3-fluorophenylcarbamate as a TFA salt (73 mg, 0.17 mmol) in DCM (4.0 mL) was added TFA (1.0 mL). The solution was stirred at room temperature for 2 h and the solvent was removed in vacuo to give 4-(4-amino-2-fluorobenzyl)pyridin-2-amine, bis-trifluoroacetic acid (70 mg, 93% yield). MS(ESI+): m/z 218.12 (M+H)+.

Workup

  1. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-3ec7eee26dac408fa267717ff4123bc8
Source dataset
uspto-grants-2008_12
Patent number
US07459562B2

Reaction notes

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