Hydrochloric Acid → HCID 10404977, compound

HRID 720433Notes

Reaction equation

HRID 720433 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:16](=[O:27])[C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25]C)=[O:24])=[CH:19][CH:18]=2)[N:6]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[CH:8][C:7]=12)#[N:2].[OH-].[Na+].Cl>C1COCC1.C(O)C>[C:1]([C:3]1[CH:4]=[C:5]([C:16](=[O:27])[C:17]2[CH:22]=[CH:21][C:20]([C:23]([OH:25])=[O:24])=[CH:19][CH:18]=2)[N:6]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[CH:8][C:7]=12)#[N:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21892124HCID 21892124, compound

Product 1

HCID 10404977HCID 10404977, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

3-Cyano-1-(4-methoxycarbonyl-benzoyl)-pyrrolo[1,2-a]quinoline (10 mg, 0.028 mmol) was disolved in a mixture of 5 mL of THF and 0.5 mL of ethyl alcohol and 1 mL of 2M NaOH was added and the mixture was stirred for 4 h at 50° C. The mixture was cooled to 0° C., acidified using 2N HCl and the resulting precipitate was collected, washed with cold ethyl alcohol and dried under vacuum (9.6 mg, 99%). 1H NMR (DMSO): 8.11–7.99 (m, 5H), 7.80–7.83 (m, 2H), 7.61–7.72 (m, 4H).

Workup

  1. additionwas added
  2. temperatureThe mixture was cooled to 0° C.
  3. customthe resulting precipitate was collected
  4. washwashed with cold ethyl alcohol
  5. customdried under vacuum (9.6 mg, 99%)

Sources & evidence

ORD record
ord-28c874e2965e43daa6c5be41417ab239
Source dataset
uspto-grants-2006_11
Patent number
US07135480B2

Reaction notes

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