Toluene → HCID 118045729, compound

HRID 595807Notes

Reaction equation

HRID 595807 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][C:5]([CH:9]2[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]2)=[N:6][C:7]=1[Br:8].C(O)(C(F)(F)F)=O.C1(C)C=CC=CC=1>C(Cl)Cl>[Br:8][C:7]1[C:2]([NH2:1])=[N:3][CH:4]=[C:5]([CH:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]2)[N:6]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 6422Trifluoroacetic acidHCID 118046946HCID 118046946, compound

Product 1

HCID 118045729HCID 118045729, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-(5-amino-6-bromopyrazin-2-yl)piperidine-1-carboxylate (70 mg, 0.196 mmol) in DCM (4 mL) was added TFA (1 mL, 12.98 mmol). The reaction mixture was stirred at room temperature for 45 min. After toluene was added, the volatile materials were evaporated yielding 3-bromo-5-(piperidin-4-yl)pyrazin-2-amine. The crude product was used directly for the next reaction (99%). LCMS (m/z): 257.0/259.0 (MH+), 0.329 min.

Workup

  1. customthe volatile materials were evaporated

Sources & evidence

ORD record
ord-fe7a7a21ce9e4b34aed8d2fc9f9e12c4
Source dataset
uspto-grants-2016_01
Patent number
US09242996B2

Reaction notes

Loading…