Hydrochloric Acid → HCID 22474374, compound

HRID 2183544Notes

Reaction equation

HRID 2183544 reaction equation
C[O:2][C:3]([C:5]1[C:6]([NH:25][CH:26]([CH2:29][CH3:30])[CH2:27][CH3:28])=[C:7]2[N:14]([CH3:15])[CH:13]=[C:12]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][C:17]=3[CH3:24])[C:8]2=[N:9][C:10]=1[CH3:11])=[O:4].[OH-].[Na+].Cl>CO.O>[CH2:27]([CH:26]([NH:25][C:6]1[C:5]([C:3]([OH:4])=[O:2])=[C:10]([CH3:11])[N:9]=[C:8]2[C:12]([C:16]3[C:17]([CH3:24])=[CH:18][C:19]([CH3:23])=[CH:20][C:21]=3[CH3:22])=[CH:13][N:14]([CH3:15])[C:7]=12)[CH2:29][CH3:30])[CH3:28]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54083491HCID 54083491, compound

Product 1

HCID 22474374HCID 22474374, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

A mixture of 7-(1-ethyl-propylamino)-1,5-dimethyl-3-(2,4,6-trimethyl-phenyl)-1H-pyrrolo[3,2-b]pyridine-6-carboxylic acid methyl ester and NaOH in a 1:1 mixture of MeOH/water was heated at reflux over night. The resulting mixture was acidified with 2N HCl to a pH of 4-5, and extracted with chloroform. The organic layer was dried and concentrated to give the title compound.

Workup

  1. temperaturewas heated
  2. temperatureat reflux over night
  3. extractionextracted with chloroform
  4. customThe organic layer was dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-25140d604e284c5fadc020d4649653fd
Source dataset
uspto-grants-2005_05
Patent number
US06900217B2

Reaction notes

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