HCID 89852374, compound → HCID 71768639, compound

HRID 1746910Notes

Reaction equation

HRID 1746910 reaction equation
[NH2:1][C:2](=[O:37])[CH:3]([OH:36])[CH:4]([NH:12][C:13](=[O:35])[C:14]1[CH:19]=[CH:18][CH:17]=[N:16][C:15]=1[N:20]1[CH:24]=[CH:23][C:22]([CH2:25][N:26]2[CH2:34][C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH2:27]2)=[N:21]1)[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(OCC)(=O)C>[NH2:1][C:2](=[O:37])[C:3](=[O:36])[CH:4]([NH:12][C:13](=[O:35])[C:14]1[CH:19]=[CH:18][CH:17]=[N:16][C:15]=1[N:20]1[CH:24]=[CH:23][C:22]([CH2:25][N:26]2[CH2:34][C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH2:27]2)=[N:21]1)[CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 1

HCID 89852374HCID 89852374, compound

Product 1

HCID 71768639HCID 71768639, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Oxidation of N-(4-amino-3-hydroxy-4-oxo-1-phenylbutan-2-yl)-2-(3-(isoindolin-2-ylmethyl)-1H-pyrazol-1-yl)nicotinamide (1.05 g, 2.115 mmol) as described in example 1.4, treatment of the crude product with ethyl acetate gave the title compound as white amorphous solid; 421 mg, ESI-MS [M+H]+: 495.2. 1H-NMR (400 MHz, DMSO), 6 [ppm]: 8.97 (m, 1H), 8.55 (m, 1H), 8.32 (m, 1H), 8.03 (m, 1H), 7.79 (m, 1H), 7.72 (m, 1H), 7.42 (m, 1H), 7.29-7.15 (m, 9H), 6.47 (m, 1H), 5.42 (m, 1H), 3.80 (s, 4H), 3.68 (m, 2H), 3.15 and 2.87 (each dd, 1H).

Sources & evidence

ORD record
ord-8eb1a32f5cde4967bb0452ec5b881868
Source dataset
uspto-grants-2015_10
Patent number
US09150545B2

Reaction notes

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