Hydrochloric Acid → HCID 67352727, compound

HRID 446846Notes

Reaction equation

HRID 446846 reaction equation
C(OC([N:6]1[CH2:30][C@:29]2([C:31](=[O:33])[CH3:32])[C@@H:8]([CH2:9][C@H:10]3[C@H:23]4[C@@:14]([F:27])([C@:15]5([CH3:26])[C:20]([C@@H:21]([F:24])[CH2:22]4)=[CH:19][C:18](=[O:25])[CH:17]=[CH:16]5)[C@@H:13]([OH:28])[CH2:12][C@@:11]32[CH3:34])[CH2:7]1)=O)=C.[ClH:35].O1CCOCC1>C(Cl)Cl>[ClH:35].[C:31]([C@:29]12[C@@:11]3([CH3:34])[CH2:12][C@H:13]([OH:28])[C@@:14]4([F:27])[C@H:23]([C@@H:10]3[CH2:9][C@H:8]1[CH2:7][NH:6][CH2:30]2)[CH2:22][C@H:21]([F:24])[C:20]1[C@:15]4([CH3:26])[CH:16]=[CH:17][C:18](=[O:25])[CH:19]=1)(=[O:33])[CH3:32]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 58392699HCID 58392699, compound

Product 1

HCID 67352727HCID 67352727, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
45 °C

Procedure

A solution of compound 176 (495 mg, 1.041 mmol) and HCl 4M in dioxane (5205 μl, 20.82 mmol) in DCM (20 ml) is stirred at RT for 30 minutes. The solvent is evaporated and the crude is dried in vacuo for 16 hours. The crude is dissolved in MeOH (30 ml) and stirred at 45° C. for 30 minutes. The solvent is evaporated and the crude is triturated with AcOEt/Et2O (1/1 mixture) to afford the title compound (457 mg, 99%).

Workup

  1. customThe solvent is evaporated
  2. customthe crude is dried in vacuo for 16 hours
  3. dissolutionThe crude is dissolved in MeOH (30 ml)
  4. customThe solvent is evaporated
  5. customthe crude is triturated with AcOEt/Et2O (1/1 mixture)

Sources & evidence

ORD record
ord-d79bf121b8ac433bac96ddd1911141d1
Source dataset
uspto-grants-2013_07
Patent number
US08481517B2

Reaction notes

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