HCID 68420271, compound → HCID 22260815, compound

HRID 1610159Notes

Reaction equation

HRID 1610159 reaction equation
C(OC(=O)[NH:10][C:11]1[C:12]([O:48][CH3:49])=[C:13]2[C:17](=[CH:18][CH:19]=1)[N:16]([C:20]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[N:15]=[C:14]2[C:39]1[S:43][C:42]2[CH:44]=[CH:45][CH:46]=[CH:47][C:41]=2[CH:40]=1)C1C=CC=CC=1>C(OCC)(=O)C.CO.[OH-].[Pd+2].[OH-].[C]>[S:43]1[C:39]([C:14]2[C:13]3[C:17](=[CH:18][CH:19]=[C:11]([NH2:10])[C:12]=3[O:48][CH3:49])[N:16]([C:20]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[N:15]=2)=[CH:40][C:41]2[CH:47]=[CH:46][CH:45]=[CH:44][C:42]1=2

Participants

5

Reactant 1

HCID 68420271HCID 68420271, compound

Product 1

HCID 22260815HCID 22260815, compoundYield 60.9%

Reagents, catalysts & solvents 3

HCID 178502593HCID 178502593, compoundCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A total of 939 mg of (3-benzo[b]thiophen-2-yl-4-methoxy-1-trityl-1H-indazol-5-yl)-carbamic acid benzyl ester obtained in Production Example II-39-a was dissolved in 20 ml of a 2:1 solvent mixture of ethyl acetate and methanol. 300 mg of 20% palladium hydroxide-carbon was added thereto, and the mixture was subjected to catalytic hydrogenation at room temperature and at normal atmospheric pressure in the presence of. The reaction mixture was filtrated through Celite, and the solvent was removed, to give 458 mg of the title compound.

Workup

  1. customwas subjected to catalytic hydrogenation at room temperature and at normal atmospheric pressure in the presence
  2. filtrationThe reaction mixture was filtrated through Celite
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-edc92ab68a954729a725ead3786bbd51
Source dataset
uspto-grants-2006_01
Patent number
US06982274B2

Reaction notes

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