Hydrochloric Acid → HCID 72942063, compound

HRID 243597Notes

Reaction equation

HRID 243597 reaction equation
C[O:2][CH:3](OC)[CH2:4][N:5]([CH2:23][C:24]1[N:28]([CH3:29])[C:27]2[CH:30]=[CH:31][CH:32]=[CH:33][C:26]=2[N:25]=1)[C:6](=[O:22])[O:7][CH2:8][CH:9]1[C:21]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:15]2[C:10]1=[CH:11][CH:12]=[CH:13][CH:14]=2.Cl>O1CCCC1>[CH3:29][N:28]1[C:27]2[CH:30]=[CH:31][CH:32]=[CH:33][C:26]=2[N:25]=[C:24]1[CH2:23][N:5]([CH2:4][CH:3]=[O:2])[C:6](=[O:22])[O:7][CH2:8][CH:9]1[C:21]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:15]2[C:10]1=[CH:11][CH:12]=[CH:13][CH:14]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66891556HCID 66891556, compound

Product 1

HCID 72942063HCID 72942063, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
75 °C

Procedure

A solution of the product of Example 148B (0.2 g) in tetrahydrofuran (0.2 mL) was treated with 30% HCl (0.2 mL), stirred at 75° C. for 6 hours, cooled to 25° C. and concentrated. The residue was partitioned between 10% NaHCO3 and ethyl acetate, the organic layer was separated and washed with brine, dried over Na2SO4, filtered and concentrated to give the title compound (175 mg).

Workup

  1. temperaturecooled to 25° C.
  2. concentrationconcentrated
  3. customThe residue was partitioned between 10% NaHCO3 and ethyl acetate
  4. customthe organic layer was separated
  5. washwashed with brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-c83124b24f0c4d25a0391ae9f43b5c02
Source dataset
uspto-grants-2014_02
Patent number
US08653141B2

Reaction notes

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