Hydrochloric Acid → HCID 10038987, compound

HRID 1696925Notes

Reaction equation

HRID 1696925 reaction equation
C(OC([NH:8][CH:9]1[CH2:13][CH2:12][N:11]([C:14]2[N:23]=[C:22]3[C:17]([C:18](=[O:33])[C:19]([C:28]([O:30]CC)=[O:29])=[CH:20][N:21]3C(C)(C)C)=[CH:16][CH:15]=2)[CH2:10]1)=O)(C)(C)C.Cl>C(O)C>[NH2:8][CH:9]1[CH2:13][CH2:12][N:11]([C:14]2[N:23]=[C:22]3[C:17]([C:18](=[O:33])[C:19]([C:28]([OH:30])=[O:29])=[CH:20][NH:21]3)=[CH:16][CH:15]=2)[CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67275132HCID 67275132, compound

Product 1

HCID 10038987HCID 10038987, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

A solution of Example 73D (120 mg) in ethanol (5 mL), and 6M HCl (5 mL) was heated in a sealed tube at 130° C. for 18 hours then cooled, concentrated to remove the ethanol, diluted with diethyl ether, cooled to 0° C., and filtered; and the filtrant was washed with ether, dried, and purified by reverse phase HPLC. NMR (300 MHz, DMSO-d6) δ 8.54 (s), 8.32 (m), 6.83 (m), 4.12 (m), 3.98 (m), 3.83 (m), 2.55 (m), 2.27 (m).

Workup

  1. temperaturethen cooled
  2. concentrationconcentrated
  3. customto remove the ethanol
  4. additiondiluted with diethyl ether
  5. filtrationfiltered
  6. washand the filtrant was washed with ether
  7. customdried
  8. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-2328b30bb4314177bd1e7694a5bb9a31
Source dataset
uspto-grants-2012_04
Patent number
US08163769B2

Reaction notes

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