HCID 117925846, compound → HCID 71768810, compound

HRID 1746917Notes

Reaction equation

HRID 1746917 reaction equation
[NH2:1][C:2](=[O:38])[CH:3]([OH:37])[CH:4]([NH:12][C:13]([C:15]1[C:16]([N:21]2[CH:29]=[C:28]3[C:23]([CH2:24][N:25]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:26][CH2:27]3)=[N:22]2)=[N:17][CH:18]=[CH:19][CH:20]=1)=[O:14])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>O.C(#N)C>[NH2:1][C:2](=[O:38])[C:3](=[O:37])[CH:4]([NH:12][C:13]([C:15]1[C:16]([N:21]2[CH:29]=[C:28]3[C:23]([CH2:24][N:25]([C:30]([O:32][C:33]([CH3:34])([CH3:36])[CH3:35])=[O:31])[CH2:26][CH2:27]3)=[N:22]2)=[N:17][CH:18]=[CH:19][CH:20]=1)=[O:14])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

3

Reactant 1

HCID 117925846HCID 117925846, compound

Product 1

HCID 71768810HCID 71768810, compoundYield 49.5%

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

Oxidation of tert-butyl 2-(3-(4-amino-3-hydroxy-4-oxo-1-phenylbutan-2-ylcarbamoyl)pyridin-2-yl)-4,5-dihydro-2H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate (170 mg, 0.327 mmol) as described in example 1.4 and purification by chromatography over Chromabond RP-C18 (eluent: water/acetonitrile) gave 84 mg of an amorphous solid; ESI-MS [M+H]+: 519.2.

Sources & evidence

ORD record
ord-8b5307c818474d5ebc45ff0e170f9468
Source dataset
uspto-grants-2015_10
Patent number
US09150545B2

Reaction notes

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