Trifluoroacetic acid → HCID 57690975, compound

HRID 2176505Notes

Reaction equation

HRID 2176505 reaction equation
O1CCCCC1[O:7][CH2:8][C:9]1[CH:13]=[C:12]([C:14]2[CH:15]=[CH:16][C:17]3[N:18]([C:20]([CH2:23][NH:24]C(=O)OC(C)(C)C)=[N:21][N:22]=3)[N:19]=2)[O:11][N:10]=1.FC(F)(F)C(O)=O>ClCCl>[NH2:24][CH2:23][C:20]1[N:18]2[N:19]=[C:14]([C:12]3[O:11][N:10]=[C:9]([CH2:8][OH:7])[CH:13]=3)[CH:15]=[CH:16][C:17]2=[N:22][N:21]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57691212HCID 57691212, compound

Product 1

HCID 57690975HCID 57690975, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl (6-(3-((tetrahydro-2H-pyran-2-yloxy)methyl)isoxazol-5-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylcarbamate (4.73 g, 11.0 mmol) in dichloromethane (50 mL) was added trifluoroacetic acid (16.9 ml, 220 mmol). The mixture was stirred at room temperature for one hour, then was concentrated, taken up in 2.0 M ammonia in methanol and purified by MPLC chromatography (eluted with 0-10% (1:10:90 NH4OH:MeOH:DCM) in DCM) to yield the product as a tan solid. MS m/z=246.9 [M+1]+. Calc'd for C10H10N6O2: 246.1.

Workup

  1. concentrationwas concentrated
  2. custompurified by MPLC chromatography (eluted with 0-10% (1:10:90 NH4OH:MeOH:DCM) in DCM)

Sources & evidence

ORD record
ord-592e723f04a346969484dfef6c6b5a9a
Source dataset
uspto-grants-2015_06
Patent number
US09066954B2

Reaction notes

Loading…