Hydrochloric Acid → HCID 118105719, compound

HRID 1496972Notes

Reaction equation

HRID 1496972 reaction equation
[F:1][C:2]([F:54])([F:53])[C:3]1[C:4]([NH:31][C:32]2[CH:37]=[CH:36][C:35]([N:38]3[CH2:43][CH2:42][N:41](C(OC(C)(C)C)=O)[CH2:40][CH2:39]3)=[CH:34][C:33]=2[O:51][CH3:52])=[N:5][C:6]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([N:16]3[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]3)=[CH:12][C:11]=2[O:29][CH3:30])=[N:7][CH:8]=1.Cl>C(Cl)Cl>[CH3:30][O:29][C:11]1[CH:12]=[C:13]([N:16]2[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]2)[CH:14]=[CH:15][C:10]=1[NH:9][C:6]1[N:5]=[C:4]([NH:31][C:32]2[CH:37]=[CH:36][C:35]([N:38]3[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]3)=[CH:34][C:33]=2[O:51][CH3:52])[C:3]([C:2]([F:54])([F:53])[F:1])=[CH:8][N:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131734196HCID 131734196, compound

Product 1

HCID 118105719HCID 118105719, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound (489 mg) prepared in Step 1 was dissolved in methylenechloride (6 ml), added with 4M HCl (dioxane solution, ml), and stirred at room temperature overnight. Upon completion of the reaction, the mixture was distilled under reduced pressure to remove the solvent, and dissolved again in methylenechloride. Then, the resultant was neutralized with a saturated solution of sodium bicarbonate, washed with saturated brine, and dried with sodium sulfate. The dried organic layer was distilled under reduced pressure to remove the solvent to obtain a target compound (320 mg, 89%).

Workup

  1. customUpon completion of the reaction
  2. distillationthe mixture was distilled under reduced pressure
  3. customto remove the solvent
  4. dissolutiondissolved again in methylenechloride
  5. washwashed with saturated brine
  6. dry with materialdried with sodium sulfate
  7. distillationThe dried organic layer was distilled under reduced pressure
  8. customto remove the solvent

Sources & evidence

ORD record
ord-1ab3c0928b334a61ad651f06f3393b6f
Source dataset
uspto-grants-2015_12
Patent number
US09199944B2

Reaction notes

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