HCID 117926008, compound → HCID 71768773, compound

HRID 1746914Notes

Reaction equation

HRID 1746914 reaction equation
[NH2:1][C:2](=[O:31])[CH:3]([OH:30])[CH:4]([NH:9][C:10](=[O:29])[C:11]1[CH:16]=[CH:15][CH:14]=[N:13][C:12]=1[N:17]1[CH:21]=[CH:20][C:19]([CH2:22][N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)=[N:18]1)[CH2:5][CH2:6][CH2:7][CH3:8]>C(OCC)(=O)C>[NH2:1][C:2](=[O:31])[C:3](=[O:30])[CH:4]([NH:9][C:10](=[O:29])[C:11]1[CH:16]=[CH:15][CH:14]=[N:13][C:12]=1[N:17]1[CH:21]=[CH:20][C:19]([CH2:22][N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)=[N:18]1)[CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 1

HCID 117926008HCID 117926008, compound

Product 1

HCID 71768773HCID 71768773, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Oxidation of N-(1-amino-2-hydroxy-1-oxoheptan-3-yl)-2-(3-(piperidin-1-ylmethyl)-1H-pyrazol-1-yl)nicotinamide (180 mg, 0.378 mmol) as described in example 1.4 and treatment of the crude product with a mixture of ethyl acetate and MTB 1:1, filtering off the remaining solid and drying gave the title compound as white amorphous solid; 63 mg, ESI-MS [M+H]+: 427.2. 1H-NMR (400 MHz, DMSO), δ[ppm]: 8.67 (d, 1H), 8.51 (m, 1H), 8.33 (m, 1H), 7.99 (m, 1H), 7.82 (m, 1H), 7.75 (m, 1H), 7.44 (m, 1H), 6.40 (m, 1H), 5.07 (m, 1H), 3.40 (s, 2H), 2.33 (m, 4H), 1.76 (m, 1H), 1.48 (m, 5H), 1.36 (m, 6H), 0.87 (m, 3H).

Workup

  1. filtrationfiltering off the remaining solid
  2. customdrying

Sources & evidence

ORD record
ord-e3ef455232e1412887f88cad2f9725af
Source dataset
uspto-grants-2015_10
Patent number
US09150545B2

Reaction notes

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