Hydrochloric Acid → HCID 59730490, compound

HRID 130313Notes

Reaction equation

HRID 130313 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2[CH2:12][C:13]3[CH:14]=[C:15](C(OC)=O)[CH:16]=[CH:17][C:18]=3[C:4]=2[NH:3]1.[OH2:23].Cl.[CH3:25][OH:26]>[OH-].[Na+]>[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2[CH2:12][C:13]3[C:14]([C:25]([OH:26])=[O:23])=[CH:15][CH:16]=[CH:17][C:18]=3[C:4]=2[NH:3]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 962WaterHCID 59730487HCID 59730487, compound

Product 1

HCID 59730490HCID 59730490, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A suspension of Compound 18a in a mixture of methanol and 1M NaOH solution was refluxed for 1 h. Additional water was added, and the resultant mixture was refluxed for another 1 h. The resultant clear solution was cooled to room temperature and 1M HCl solution was added under stirring. The resultant solid was filtered and washed with water and methanol and dried to provide Compound 18b. 1H NMR (DMSO-d6): δ 12.38 (s, 1H); 8.25 (d, J=7.8 Hz, 1H); 8.11 (s, 1H); 8.04 (d, J=8.1 Hz, 1H); 7.97 (d, J=8.1 Hz, 1H); 7.76 (d, J=3.6 Hz, 2H); 7.51 (m, 1H); 3.97 (s, 2H).

Workup

  1. temperaturewas refluxed for 1 h
  2. filtrationThe resultant solid was filtered
  3. washwashed with water and methanol
  4. customdried

Sources & evidence

ORD record
ord-a51f40cb71174ae79e7e3625569018e7
Source dataset
uspto-grants-2008_06
Patent number
US07381722B2

Reaction notes

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