HCID 67277937, compound → HCID 67278403, compound

HRID 1696219Notes

Reaction equation

HRID 1696219 reaction equation
[C:1]([C@H:4]1[CH2:9][CH2:8][CH2:7][C@H:6]([NH:10][C:11]2[C:16]([C:17]([O:19]CC3C=CC=CC=3)=[O:18])=[CH:15][N:14]=[C:13]3[NH:27][CH:28]=[CH:29][C:12]=23)[CH2:5]1)(=[O:3])[NH2:2]>O1CCOCC1.CO.[Pd]>[C:1]([C@H:4]1[CH2:9][CH2:8][CH2:7][C@H:6]([NH:10][C:11]2[C:16]([C:17]([OH:19])=[O:18])=[CH:15][N:14]=[C:13]3[NH:27][CH:28]=[CH:29][C:12]=23)[CH2:5]1)(=[O:3])[NH2:2]

Participants

5

Reactant 1

HCID 67277937HCID 67277937, compound

Product 1

HCID 67278403HCID 67278403, compoundYield 101%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of benzyl 4-{[trans-3-carbamoylcyclohexyl]amino}-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (36 mg) in dioxane (7 ml) and methanol (7 ml) was added 10% Pd—C (50% wet) (10 mg) and stirred at ambient temperature for 3 hours under hydrogen atmosphere. After filtration the filtrate was evaporated in vacuo to give 4-{[trans-3-carbamoylcyclohexyl]amino}-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (28 mg).

Workup

  1. filtrationAfter filtration the filtrate
  2. customwas evaporated in vacuo

Sources & evidence

ORD record
ord-c13dd5060a904d2f9f678bf4b9443960
Source dataset
uspto-grants-2012_04
Patent number
US08163767B2

Reaction notes

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