HCID 66615383, compound → HCID 66615301, compound

HRID 2410926Notes

Reaction equation

HRID 2410926 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([C:30]2[CH:35]=[CH:34][C:33]([CH2:36][N:37]3[CH2:42][CH2:41][O:40][CH2:39][CH2:38]3)=[C:32]([CH3:43])[CH:31]=2)[CH:7]=[C:8]2[C:16]=1[NH:15][C:14]1[CH:13]=[C:12]([C:17]3[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19][CH:18]=3)[CH:11]=[CH:10][C:9]2=1)(=[O:3])[NH2:2]>[Pd].CO>[C:1]([C:4]1[CH:5]=[C:6]([C:30]2[CH:35]=[CH:34][C:33]([CH2:36][N:37]3[CH2:38][CH2:39][O:40][CH2:41][CH2:42]3)=[C:32]([CH3:43])[CH:31]=2)[CH:7]=[C:8]2[C:16]=1[NH:15][C:14]1[CH:13]=[C:12]([CH:17]3[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19][CH2:18]3)[CH:11]=[CH:10][C:9]2=1)(=[O:3])[NH2:2]

Participants

4

Reactant 1

HCID 66615383HCID 66615383, compound

Product 1

HCID 66615301HCID 66615301, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

tert-Butyl 4-(8-carbamoyl-6-(3-methyl-4-(morpholinomethyl)phenyl)-9H-carbazol-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate 484 (12 mg, 0.021 mmol) and palladium on carbon (20 mg, 0.019 mmol) were mixed with MeOH (10 ml) in a sealed microwave tube. The mixture was stirred at r.t. with H2 in a balloon overnight. The mixture was filtered and then purified using preparative HPLC (MeOH/H2O/TFA) to give titled product. MS (ESI) m/z 583.19 (M+H)+.

Workup

  1. filtrationThe mixture was filtered
  2. custompurified

Sources & evidence

ORD record
ord-21d817b89cfa41dbb84e82c16cea54a7
Source dataset
uspto-grants-2014_08
Patent number
US08815840B2

Reaction notes

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