Hydrochloric Acid → (R)-4-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-yloxy)-3,3-dimethylbutane-1,2-diol dihydro chloride

HRID 876499Notes

Reaction equation

HRID 876499 reaction equation
[N:1]1[N:2]=[C:3]([C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[C:13]([O:21][CH2:22][C:23]([C@@H:26]4[CH2:30][O:29]C(C)(C)[O:27]4)([CH3:25])[CH3:24])[CH:14]=[C:15]([F:20])[CH:16]=3)[N:11]=2)[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[ClH:33]>CO>[ClH:33].[ClH:33].[N:1]1[N:2]=[C:3]([C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[C:13]([O:21][CH2:22][C:23]([CH3:25])([CH3:24])[C@@H:26]([OH:27])[CH2:30][OH:29])[CH:14]=[C:15]([F:20])[CH:16]=3)[N:11]=2)[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67234098(R)-2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-8-(2-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropoxy)-6-fluoroquinoline

Product 1

HCID 67233773(R)-4-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-yloxy)-3,3-dimethylbutane-1,2-diol dihydro chloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(R)-2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-8-(2-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropoxy)-6-fluoroquinoline (0.190 g, 0.435 mmol) was added to methanol saturated with HCl and stirred for 30 minutes. The solution was evaporated, DCM was added, and the material triturated and filtered to yield 140 mgs of the desired product as orange solid. MS ESI (+) m/z 397 (M+1) detected.

Workup

  1. customThe solution was evaporated
  2. additionDCM was added
  3. customthe material triturated
  4. filtrationfiltered

Sources & evidence

ORD record
ord-787a7517b821416795892d68957459e5
Source dataset
uspto-grants-2015_03
Patent number
US08987251B2

Reaction notes

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