Hydrochloric Acid → HCID 68567779, compound

HRID 18743Notes

Reaction equation

HRID 18743 reaction equation
[ClH:1].C(OC([N:9]1[C@H:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C@H:12]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:11]=[C:10]1[NH:26][C:27](=[O:35])[C:28]1[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=1)=O)(C)(C)C>CCOC(C)=O>[ClH:1].[C:14]1([C@H:13]2[C@@H:12]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[NH:11][C:10]([NH:26][C:27](=[O:35])[C:28]3[CH:29]=[CH:30][C:31]([F:34])=[CH:32][CH:33]=3)=[N:9]2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68569865HCID 68569865, compound

Product 1

HCID 68567779HCID 68567779, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Hydrogen chloride is bubbled into a solution of 125 (123 mg, 0.267 mmol) in EtOAc (20 mL) for 1 min, and the solution is stirred at RT overnight. The solvent is removed by rotary evaporation, and the residue is triturated with Et2O to give 50 mg of the product 126. 1H NMR (DMSO-d6) δ 12.9 (s, 1 H), 9.70 (s, 2 H), 8.35-8.15 (m, 2 H), 7.60-7.40 (m, 2 H), 7.20-6.90 (m, 10), 5.70 (s, 2 H); LC/MS: 3.20 m/z 360 (M++1).

Workup

  1. customThe solvent is removed by rotary evaporation
  2. customthe residue is triturated with Et2O

Sources & evidence

ORD record
ord-c57c1183810743658d4c0bb8c7e2b379
Source dataset
uspto-grants-2010_06
Patent number
US07741493B2

Reaction notes

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