Trifluoroacetic acid → HCID 118272254, compound

HRID 590888Notes

Reaction equation

HRID 590888 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([Cl:14])[C:11]([C:15]#[N:16])=[C:10]([Cl:17])[N:9]=1)(C)(C)C.C(O)(C(F)(F)F)=O>ClCCl>[NH2:7][C:8]1[CH:13]=[C:12]([Cl:14])[C:11]([C:15]#[N:16])=[C:10]([Cl:17])[N:9]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 118395293HCID 118395293, compound

Product 1

HCID 118272254HCID 118272254, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl(4,6-dichloro-5-cyanopyridin-2-yl)carbamate (2.1 g, 7.2 mmol) in dichloromethane (30.0 mL) was added TFA (3.0 mL) at 0° C. and stirred at the room temperature for 3 h. After confirming the completion of starting material by TLC, the reaction mixture was concentrated and the crude product was purified by column chromatography (dichloromethane:methanol=9:1) to afford titled compound. 1H NMR (ppm, 400 MHz, DMSO-d6): δ 7.81 (bs, 2H), 6.59 (s, 1H), MS ES calc'd. for C6H3C12N3 [M+H]+ 188. Found 188.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. customthe crude product was purified by column chromatography (dichloromethane:methanol=9:1)

Sources & evidence

ORD record
ord-02840d5d0cee440e9799d9c12fc2af2e
Source dataset
uspto-grants-2016_01
Patent number
US09233979B2

Reaction notes

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