Hydrochloric Acid → HCID 71763881, compound

HRID 1644782Notes

Reaction equation

HRID 1644782 reaction equation
[C:1]([O:9][CH2:10][C@H:11]([C:36]1[CH:41]=[C:40]([C:42]([F:45])([F:44])[F:43])[CH:39]=[C:38]([C:46]([F:49])([F:48])[F:47])[CH:37]=1)[O:12][C@H:13]1[CH2:21][CH2:20][C@H:19]2[C@@H:15]([CH2:16][N:17](C(OC(C)(C)C)=O)[CH2:18]2)[C@@H:14]1[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[CH3:35])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>O1CCOCC1>[C:1]([O:9][CH2:10][C@H:11]([C:36]1[CH:41]=[C:40]([C:42]([F:43])([F:44])[F:45])[CH:39]=[C:38]([C:46]([F:49])([F:48])[F:47])[CH:37]=1)[O:12][C@H:13]1[CH2:21][CH2:20][C@H:19]2[C@@H:15]([CH2:16][NH:17][CH2:18]2)[C@@H:14]1[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[CH3:35])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71763880HCID 71763880, compound

Product 1

HCID 71763881HCID 71763881, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The intermediate from step A (8.6 g, 12.43 mmol) was added to 4 N HCl in dioxane (200 mL) at 0° C. The solution was then stirred at room temperature for 1 h. The volatiles were removed in vacuo. The residue was dissolved in 750 mL ether, washed with 2N sodium hydroxide aqueous, brine and saturated sodium bicarbonate. The organic layer was dried over Na2SO4 and concentrated in vacuo to give a foam solid (8.12 g crude). M++1: 592.49.

Workup

  1. customThe volatiles were removed in vacuo
  2. dissolutionThe residue was dissolved in 750 mL ether
  3. washwashed with 2N sodium hydroxide aqueous, brine and saturated sodium bicarbonate
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customto give a foam solid (8.12 g crude)

Sources & evidence

ORD record
ord-6cbab6e3f342432e9151a0993f92cd5e
Source dataset
uspto-grants-2012_02
Patent number
US08124633B2

Reaction notes

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