Hydrochloric Acid → HCID 9866061, compound

HRID 2089102Notes

Reaction equation

HRID 2089102 reaction equation
Cl.[CH2:2]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][C:12]=1[CH2:13][CH3:14])[CH2:9][CH:8]([NH:15][CH2:16][CH:17]([C:19]1[C:28]([CH3:29])=[CH:27][C:26]([O:30]COC)=[C:25]3[C:20]=1[CH:21]=[CH:22][C:23](=[O:34])[NH:24]3)[OH:18])[CH2:7]2)[CH3:3]>C(O)(C)C.O1CCCC1>[CH2:13]([C:12]1[CH:11]=[C:10]2[C:6](=[CH:5][C:4]=1[CH2:2][CH3:3])[CH2:7][CH:8]([NH:15][CH2:16][CH:17]([C:19]1[C:28]([CH3:29])=[CH:27][C:26]([OH:30])=[C:25]3[C:20]=1[CH:21]=[CH:22][C:23](=[O:34])[NH:24]3)[OH:18])[CH2:9]2)[CH3:14]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 9955432HCID 9955432, compound

Product 1

HCID 9866061HCID 9866061, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

3N Hydrochloric acid (1 mL) is added to a solution of 5-[2-(5,6-Diethyl-indan-2-ylamino)-1-hydroxy-ethyl]-8-methoxymethoxy-6-methyl-1H-quinolin-2-one (12 mg) in isopropanol (1 mL) and tetrahydrofuran (1 mL) at room temperature and the reaction mixture heated for 18 hours at 40° C. The solvent is removed in vacuo, and the product purified by preparative scale HPLC on a C8 column, eluting with a water/acetonitrile/trifluoroacetic acid gradient.

Workup

  1. customThe solvent is removed in vacuo
  2. customthe product purified by preparative scale HPLC on a C8 column
  3. washeluting with a water/acetonitrile/trifluoroacetic acid gradient

Sources & evidence

ORD record
ord-f589b05d23df478d9439f69d66e28531
Source dataset
uspto-grants-2013_05
Patent number
US08436017B2

Reaction notes

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