HCID 57919274, compound → HCID 57919256, compound

HRID 2381428Notes

Reaction equation

HRID 2381428 reaction equation
[CH:1]1([C:7]2[CH:30]=[CH:29][CH:28]=[CH:27][C:8]=2[O:9][C:10]2[CH:11]=[N:12][N:13]([CH:17]([CH2:21][CH:22]3[CH2:26][CH2:25][CH2:24][CH2:23]3)[C:18]([OH:20])=O)[C:14](=[O:16])[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:31][C:32]1[CH:36]=[CH:35][N:34]([CH2:37][C:38]([CH3:41])([OH:40])[CH3:39])[N:33]=1>>[CH:1]1([C:7]2[CH:30]=[CH:29][CH:28]=[CH:27][C:8]=2[O:9][C:10]2[CH:11]=[N:12][N:13]([CH:17]([CH2:21][CH:22]3[CH2:23][CH2:24][CH2:25][CH2:26]3)[C:18]([NH:31][C:32]3[CH:36]=[CH:35][N:34]([CH2:37][C:38]([OH:40])([CH3:39])[CH3:41])[N:33]=3)=[O:20])[C:14](=[O:16])[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 57919274HCID 57919274, compound2×HCID 593449381-(3-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol2×

Product 1

HCID 57919256HCID 57919256, compoundYield 62%

Procedure

Using the method described in Example 17, 2-[4-(2-cyclohexyl-phenoxy)-6-oxo-6H-pyridazin-1-yl]-3-cyclopentyl-propionic acid (Intermediate 35) and 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (Intermediate 1) afforded 2-[4-(2-cyclohexyl-phenoxy)-6-oxo-6H-pyridazin-1-yl]-3-cyclopentyl-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-propionamide as a white solid (0.82 g, 62%); ES+-HRMS m/e calcd for C31H41N5O4 [M+H+] 548.3232 found 548.3233. 1H-NMR (300 MHz, DMSO-d6) δ ppm 1.05 (s, 3H), 1.06 (s, 3H), 1.09 (m, 1H), 1.17-1.84 (m, 18H), 1.94 (m, 1H), 2.27 (m, 1H), 2.61 (m, 1H), 3.89 (s, 2H), 4.67 (s, 1H), 5.47 (dd, J=4.1, J=10.7 Hz, 1H), 5.61 (d, J=2.7 Hz, 1H), 6.40 (d, J=2.1 Hz, 1H), 7.15-7.24 (m, 1H), 7.27-7.38 (m, 2H), 7.47 (dd, J=3.6, J=5.7 Hz, 1H), 7.52 (d, J=2.1 Hz, 1H), 8.18 (d, J=2.7 Hz, 1H), 10.79 (s, 1H).

Sources & evidence

ORD record
ord-2bc8d9fa74984761a184cc48629a662b
Source dataset
uspto-grants-2012_09
Patent number
US08258134B2

Reaction notes

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