Trifluoroacetic acid → HCID 178524046, compound

HRID 1748195Notes

Reaction equation

HRID 1748195 reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([CH:9]=[C:10]([C:12]([OH:14])=[O:13])[CH:11]=2)[N:8]=1.C(#N)C.O.C(O)(C(F)(F)F)=O>Br>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([CH:9]=[C:10]([C:12]([OH:14])=[O:13])[CH:11]=2)[N:8]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 18373917Acetonitrile--water (1/1)HCID 679849502-Methoxypyrrolo[1,2-b]pyridazine-6-carboxylic acid

Product 1

HCID 178524046HCID 178524046, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
50 °C

Procedure

2-Methoxypyrrolo[1,2-b]pyridazine-6-carboxylic acid (1.06 g, 5.50 mmol) was suspended in HBr (10 mL, 33% solution in acetic acid) and heated to 50° C. for 2 hrs. The solvent was evaporated in vacuo and used directly (500 mgs). An analytical standard was prepared using reverse phase HPLC with a gradient of acetonitrile/water and 0.05% TFA as modifier. MS m/z 179.1 (M+1). 1H NMR (DMSO-d6, 400 MHz) δ 12.29 (bs, 1H), 11.60 (bs, 1H), 7.89-7.86 (m, 2H), 6.76 (d, J=2.0 Hz, 1H), 6.36 (d, J=9.6 Hz, 1H).

Workup

  1. customThe solvent was evaporated in vacuo
  2. customAn analytical standard was prepared

Sources & evidence

ORD record
ord-ef9462df0e8b47dbab064b839051eb2a
Source dataset
uspto-grants-2015_10
Patent number
US09150568B2

Reaction notes

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