Trifluoroacetic acid → HCID 57691264, compound

HRID 2176636Notes

Reaction equation

HRID 2176636 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([O:13][CH2:14][C:15]3[N:19]4[N:20]=[C:21]([C:24]5[S:32][C:31]6[CH2:30][CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][C:26]=6[CH:25]=5)[CH:22]=[CH:23][C:18]4=[N:17][N:16]=3)=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.FC(F)(F)C(O)=O>>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([O:13][CH2:14][C:15]3[N:19]4[N:20]=[C:21]([C:24]5[S:32][C:31]6[CH2:30][CH2:29][NH:28][CH2:27][C:26]=6[CH:25]=5)[CH:22]=[CH:23][C:18]4=[N:17][N:16]=3)=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67503585tert-butyl 2-(3-((7-methoxyquinolin-4-yloxy)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate

Product 1

HCID 57691264HCID 57691264, compound

Procedure

To a solution of tert-butyl 2-(3-((7-methoxyquinolin-4-yloxy)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate (0.27 g, 0.50 mmol) (prepared according to general method A) was added trifluoroacetic acid (0.77 mL, 10 mmol). The mixture was stirred at room temperature for 90 minutes, then was concentrated, taken up in 2.0 M ammonia in methanol and purified by MPLC (eluted with a gradient of 0 to 10% methanol in dichloromethane) to yield the product as a pink solid. MS m/z=445.0 [M+1]+ Calc'd for C23H20N6O2S: 444.51.

Workup

  1. concentrationwas concentrated
  2. custompurified by MPLC (
  3. washeluted with a gradient of 0 to 10% methanol in dichloromethane)

Sources & evidence

ORD record
ord-ded2adb93edb421cabf8a6a816e6758e
Source dataset
uspto-grants-2015_06
Patent number
US09066954B2

Reaction notes

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