Potassium Carbonate → HCID 178498722, compound

HRID 577802Notes

Reaction equation

HRID 577802 reaction equation
C([N:4]1[C:12]2[C:7](=[N:8][CH:9]=[C:10]([C:13]([O:15][CH3:16])=[O:14])[CH:11]=2)/[C:6](=[C:17](/[NH:24][C:25]2[CH:30]=[CH:29][C:28]([N:31]([CH3:42])[C:32](=[O:41])[CH2:33][N:34]3[CH2:39][CH2:38][N:37]([CH3:40])[CH2:36][CH2:35]3)=[CH:27][CH:26]=2)\[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)/[C:5]1=[O:43])(=O)C.C([O-])([O-])=O.[K+].[K+]>CO>[CH3:42][N:31]([C:28]1[CH:27]=[CH:26][C:25]([NH:24]/[C:17](/[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[C:6]2\[C:5](=[O:43])[NH:4][C:12]3[C:7]\2=[N:8][CH:9]=[C:10]([C:13]([O:15][CH3:16])=[O:14])[CH:11]=3)=[CH:30][CH:29]=1)[C:32](=[O:41])[CH2:33][N:34]1[CH2:35][CH2:36][N:37]([CH3:40])[CH2:38][CH2:39]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 178498719HCID 178498719, compound

Product 1

HCID 178498722HCID 178498722, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Step-3: A mixture of (Z)-methyl 1-acetyl-3-(((4-(N-methyl-2-(4-methylpiperazin-1-yl)acetamido)phenyl)amino)(phenyl)methylene)-2-oxo-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carboxylate (6 mg, 0.0103 mmol), K2CO3 (1.42 mg, 0.0103 mmol) in MeOH (2 mL) was stirred for 2 h at room temperature. The crude product was concentrated and purified by preparative TLC to afford (Z)-methyl 3-(((4-(N-methyl-2-(4-methylpiperazin-1-yl)acetamido)phenyl)amino)(phenyl)methylene)-2-oxo-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carboxylate. MS (ES+): m/z 541.3 (MH)+

Workup

  1. concentrationThe crude product was concentrated
  2. custompurified by preparative TLC

Sources & evidence

ORD record
ord-d42573dead864cc4abe3c18071619643
Source dataset
uspto-grants-2015_05
Patent number
US09040555B2

Reaction notes

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