Hydrochloric Acid → HCID 178441777, compound

HRID 1492763Notes

Reaction equation

HRID 1492763 reaction equation
[Br:1][C:2]1[C:6]2[CH:7]=[C:8]([CH2:11][N:12]3[C:16]([C:17]([O:19]CC)=[O:18])=[C:15]([C:22]([O:24]CC)=[O:23])[N:14]=[C:13]3[CH2:27][CH2:28][CH2:29][CH3:30])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:37]1[NH:41][N:40]=[N:39][N:38]=1.[OH-].[K+].C(O)C.Cl>O>[Br:1][C:2]1[C:6]2[CH:7]=[C:8]([CH2:11][N:12]3[C:16]([C:17]([OH:19])=[O:18])=[C:15]([C:22]([OH:24])=[O:23])[N:14]=[C:13]3[CH2:27][CH2:28][CH2:29][CH3:30])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:37]1[NH:41][N:40]=[N:39][N:38]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 178441774HCID 178441774, compound

Product 1

HCID 178441777HCID 178441777, compoundYield 68.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of the product of Example 18 (117 mg), potassium hydroxide (31.6 mg), ethanol (1.14 ml) and water (253 μl) were stirred at room temperature for 18 h prior to acidification to pH 4 (2N HCl). The resultant mixture was extracted into ethyl acetate (3×10 ml) and the combined organic phases dried and concentrated in vacuo to afford the title compound (73 mg) as a white solid.

Workup

  1. extractionThe resultant mixture was extracted into ethyl acetate (3×10 ml)
  2. customthe combined organic phases dried
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ecb0491bb7824364a5be819885a79e47
Source dataset
uspto-grants-1994_12
Patent number
US05374646

Reaction notes

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