Hydrochloric Acid → HCID 71093241, compound

HRID 1472741Notes

Reaction equation

HRID 1472741 reaction equation
C(O)=O.[NH2:4][CH2:5][C@@H:6]([C:15]1[CH:24]=[CH:23][C:22]([OH:25])=[C:21]2[C:16]=1[CH:17]=[CH:18][C:19](=[O:26])[NH:20]2)[O:7][Si](C(C)(C)C)(C)C.[ClH:27]>CO>[ClH:27].[NH2:4][CH2:5][C@@H:6]([C:15]1[CH:24]=[CH:23][C:22]([OH:25])=[C:21]2[C:16]=1[CH:17]=[CH:18][C:19](=[O:26])[NH:20]2)[OH:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71093302(R)-5-(2-Amino-1-(tert-butyldimethylsilyloxy)ethyl)-8-hydroxyquinolin-2(1H)-one formate

Product 1

HCID 71093241HCID 71093241, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(R)-5-(2-Amino-1-(tert-butyldimethylsilyloxy)ethyl)-8-hydroxyquinolin-2(1H)-one formate (0.23 g, 0.61 mmol) was dissolved in hydrochloric acid (5 mL, 4 M solution in dioxane) and methanol (5 mL). The reaction mixture was stirred at RT for 16 hours before concentrating in vacuo. The resultant residue was washed with ethyl acetate and dried in a vacuum oven for 18 hours to afford the title compound (0.15 g, 99%).

Workup

  1. concentrationbefore concentrating in vacuo
  2. washThe resultant residue was washed with ethyl acetate
  3. customdried in a vacuum oven for 18 hours

Sources & evidence

ORD record
ord-a966f26beace42feadbe6ecb8edbfcb9
Source dataset
uspto-grants-2015_04
Patent number
US09012644B2

Reaction notes

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