HCID 90229228, compound → HCID 90229616, compound

HRID 1505767Notes

Reaction equation

HRID 1505767 reaction equation
C(OC([NH:11][C:12]1[CH:13]=[C:14]2[C:18](=[C:19]([C:21]([O:23][CH3:24])=[O:22])[CH:20]=1)[N:17]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:32])([CH3:31])[CH3:30])[N:16]=[CH:15]2)=O)C1C=CC=CC=1>CO.[Pd]>[NH2:11][C:12]1[CH:13]=[C:14]2[C:18](=[C:19]([C:21]([O:23][CH3:24])=[O:22])[CH:20]=1)[N:17]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:30])([CH3:32])[CH3:31])[N:16]=[CH:15]2

Participants

4

Reactant 1

HCID 90229228HCID 90229228, compound

Product 1

HCID 90229616HCID 90229616, compoundYield 91.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of methyl 5-{[(benzyloxy)carbonyl]amino}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazole-7-carboxylate (364 mg) in MeOH (10 mL) was added 5% palladium on carbon (55 mg), and the reaction mixture was stirred overnight under hydrogen atmosphere at an ordinary pressure. The reaction mixture was filtered off on celite and washed with MeOH. The mother liquor was concentrated under reduced pressure to obtain the titled compound (234 mg) as green powder.

Workup

  1. filtrationThe reaction mixture was filtered off on celite
  2. washwashed with MeOH
  3. concentrationThe mother liquor was concentrated under reduced pressure

Sources & evidence

ORD record
ord-77e50bc738de415aba802afcf67879f8
Source dataset
uspto-grants-2015_12
Patent number
US09216968B2

Reaction notes

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