HCID 57919168, compound → HCID 44463246, compound

HRID 2381509Notes

Reaction equation

HRID 2381509 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[C:24]([CH3:25])=[CH:23][CH:22]=[C:21]([CH3:26])[C:20]=3[CH3:27])[CH:13]=[N:12]2)[C:8](O)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:28][C:29]1[CH:33]=[CH:32][N:31]([CH2:34][C:35]([CH3:38])([OH:37])[CH3:36])[N:30]=1>>[CH:1]1([CH2:6][CH:7]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([O:18][C:19]3[C:24]([CH3:25])=[CH:23][CH:22]=[C:21]([CH3:26])[C:20]=3[CH3:27])[CH:13]=[N:12]2)[C:8]([NH:28][C:29]2[CH:33]=[CH:32][N:31]([CH2:34][C:35]([OH:37])([CH3:36])[CH3:38])[N:30]=2)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 57919168HCID 57919168, compound2×HCID 593449381-(3-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol2×

Product 1

HCID 44463246HCID 44463246, compoundYield 93%

Procedure

Using the method described in Example 49, 3-cyclopentyl-2-[6-oxo-4-(2,3,6-trimethyl-phenoxy)-6H-pyridazin-1-yl]-propionic acid (Intermediate 66) 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-[6-oxo-4-(2,3,6-trimethyl-phenoxy)-6H-pyridazin-1-yl]-propionamide as a white solid (1.27 g, 93%); ES+-HRMS m/e calcd for C28H37N5O4 [M+H+] 508.2919 found 508.2921. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.98-1.18 (m, 1H), 1.04 (s, 3H), 1.05 (s, 3H), 1.23-1.79 (m, 8H), 1.83-1.98 (m, 1H), 2.01 (s, 3H), 2.06 (s, 3H), 2.17-2.32 (m, 1H), 2.25 (s, 3H), 3.89 (s, 2H), 4.68 (s, 1H), 5.37-5.50 (m, 2H), 6.39 (d, J=2.1 Hz, 1H), 7.01-7.19 (m, 2H), 7.52 (d, J=2.1 Hz, 1H), 8.19 (d, J=2.7 Hz, 1H), 10.83 (s, 1H).

Sources & evidence

ORD record
ord-0dd8ed02977b4ee19283071b8ac461a9
Source dataset
uspto-grants-2012_09
Patent number
US08258134B2

Reaction notes

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