HCID 57919099, compound → HCID 57919254, compound

HRID 2381552Notes

Reaction equation

[Cl:1][C:2]1[C:7](=[O:8])[N:6]([CH:9]([CH2:13][CH:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[C:10](O)=[O:11])[N:5]=[CH:4][C:3]=1[O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[Cl:27].[NH2:28][C:29]1[CH:33]=[CH:32][N:31]([CH2:34][C:35]([CH3:38])([OH:37])[CH3:36])[N:30]=1>>[Cl:1][C:2]1[C:7](=[O:8])[N:6]([CH:9]([CH2:13][CH:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)[C:10]([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:11])[N:5]=[CH:4][C:3]=1[O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[Cl:27]

Participants

Reactant 2

HCID 57919099HCID 57919099, compound2×

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

Product 1

HCID 57919254HCID 57919254, compound

Procedure

Using the method described in Example 49 from 2-[5-chloro-4-(2-chloro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-3-(tetrahydro-pyran-4-yl)-propionic acid (Intermediate 96) and 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (Intermediate 1) afforded 2-[5-chloro-4-(2-chloro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-3-(tetrahydro-pyran-4-yl)-propionamide (354 mg); ES+-HRMS m/e calcd for C25H29N5O5Cl2 [M+H+] 550.1619 found 550.1622. 1H NMR (300 MHz, CDCl3) δ ppm 1.17 (s, 6H), 1.22-1.55 (m, 4H), 1.55-1.77 (m, 2H), 2.10-2.25 (m, 2H), 3.24-3.41 (m, 2H), 3.86-3.96 (m, 2H), 3.98 (s, 2H), 5.75 (t, J=7.5 Hz, 1H), 6.65 (d, J=1.8 Hz, 1H), 7.23-7.26 (m, 1H), 7.29-7.35 (m, 2H), 7.35-7.43 (m, 1H), 7.49 (s, 1H), 7.54 (d, J=7.8 Hz, 1H), 8.74 (br. s., 1H).

Sources & evidence

ORD record: ord-2dad87ca281e4d998dd34e8834b7ca7e
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08258134B2

Reaction notes

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