HCID 57919158, compound → HCID 44464303, compound

HRID 2381429Notes

Reaction equation

HRID 2381429 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][CH:22]=[CH:21][C:20]=3[CH:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)[CH:13]=[N:12]2)[C:8](O)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:30][C:31]1[CH:35]=[CH:34][N:33]([CH2:36][C:37]([CH3:40])([OH:39])[CH3:38])[N:32]=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][CH:22]=[CH:21][C:20]=3[CH:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)[CH:13]=[N:12]2)[C:8]([NH:30][C:31]2[CH:35]=[CH:34][N:33]([CH2:36][C:37]([OH:39])([CH3:40])[CH3:38])[N:32]=2)=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 57919158HCID 57919158, compound2×HCID 593449381-(3-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol2×

Product 1

HCID 44464303HCID 44464303, compoundYield 75%

Procedure

Using the method described in Example 17, 3-cyclopentyl-2-[4-(2-cyclopentyl-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (Intermediate 36) and 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (Intermediate 1) afforded 3-cyclopentyl-2-[4-(2-cyclopentyl-phenoxy)-6-oxo-6H-pyridazin-1-yl]-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-propionamide as a white solid (1.03 g, 75%); ES+-HRMS m/e calcd for C30H39N5O4 [M+H+] 534.3075 found 534.3076. 1H-NMR (300 MHz, DMSO-d6) δ ppm 1.05 (s, 3H), 1.06 (s, 3H), 1.09 (m, 1H), 1.20-1.80 (m, 14H), 1.81-2.02 (m, 3H), 2.27 (m, 1H), 3.04 (m, 1H), 3.89 (s, 2H), 4.67 (s, 1H), 5.46 (dd, J=4.4, J=10.7 Hz, 1H), 5.59 (d, J=2.8 Hz, 1H), 6.40 (d, J=2.2 Hz, 1H), 7.19 (m, 1H), 7.27-7.37 (m, 2H), 7.49 (dd, J=3.6, J=5.7 Hz, 1H), 7.52 (d, J=2.2 Hz, 1H), 8.16 (d, J=2.8 Hz, 1H), 10.80 (s, 1H).

Sources & evidence

ORD record
ord-7f4c5b3b270948beaa4fd95183580ab1
Source dataset
uspto-grants-2012_09
Patent number
US08258134B2

Reaction notes

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