HCID 57919225, compound → HCID 57919251, compound

HRID 2381422Notes

Reaction equation

HRID 2381422 reaction equation
[CH:1]1([CH2:6][CH:7]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([O:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)[CH:13]=[N:12]2)[C:8](O)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:27][C:28]1[CH:32]=[CH:31][N:30]([CH2:33][C:34]([CH3:37])([OH:36])[CH3:35])[N:29]=1>>[CH:1]1([CH2:6][CH:7]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([O:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)[CH:13]=[N:12]2)[C:8]([NH:27][C:28]2[CH:32]=[CH:31][N:30]([CH2:33][C:34]([OH:36])([CH3:35])[CH3:37])[N:29]=2)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 57919225HCID 57919225, compound2×HCID 593449381-(3-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol2×

Product 1

HCID 57919251HCID 57919251, compoundYield 26%

Procedure

Using the method described in Example 11, 3-cyclopentyl-2-[4-(4-methoxy-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (Intermediate 26) and 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (Intermediate 1) afforded 3-cyclopentyl-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-2-[4-(4-methoxy-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionamide as a white solid (40.3 mg, 26%); ES+-HRMS m/e calcd for C26H33N5O5 [M+H+] 496.2555 found 496.2554. 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.05 (s, 3H), 1.06 (s, 3H), 1.09 (m, 1H), 1.19-1.78 (m, 8H), 1.91 (m, 1H), 2.28 (m, 1H), 3.79 (s, 3H), 3.89 (s, 2H), 4.67 (s, 1H), 5.46 (dd, J=4.0, J=11.1 Hz, 1H), 5.67 (d, J=2.8 Hz, 1H), 6.39 (d, J=2.3 Hz, 1H), 7.05 (d, J=9.1 Hz, 2H), 7.23 (d, J=9.1 Hz, 2H), 7.52 (d, J=2.3 Hz, 1H), 8.10 (d, J=2.8 Hz, 1H), 10.79 (s, 1H).

Sources & evidence

ORD record
ord-88d1c48ea9614c49874be7dae05af0c0
Source dataset
uspto-grants-2012_09
Patent number
US08258134B2

Reaction notes

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