HCID 57919275, compound → HCID 57919336, compound

HRID 2381557Notes

Reaction equation

HRID 2381557 reaction equation
[Cl:1][C:2]1[C:7](=[O:8])[N:6]([CH:9]([CH2:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[C:10]([OH:12])=O)[N:5]=[CH:4][C:3]=1[O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=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>>[Cl:1][C:2]1[C:7](=[O:8])[N:6]([CH:9]([CH2:13][CH:14]2[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]2)[C:10]([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:12])[N:5]=[CH:4][C:3]=1[O:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 57919275HCID 57919275, compound2×HCID 593449381-(3-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol2×

Product 1

HCID 57919336HCID 57919336, compound

Procedure

Using the method described in Example 49, 2-(5-chloro-6-oxo-4-phenoxy-6H-pyridazin-1-yl)-3-cyclohexyl-propionic acid (Intermediate 102) and 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (Intermediate 1) afforded 2-(5-chloro-6-oxo-4-phenoxy-6H-pyridazin-1-yl)-3-cyclohexyl-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-propionamide (136 mg); ES+-HRMS m/e calcd for C26H32N5O5Cl [M+H+] 514.2216 found 514.2214. 1H NMR (300 MHz, CDCl3) δ ppm 0.72-0.98 (m, 2H), 1.09 (br. s., 10H), 1.47-1.80 (m, 5H), 1.88-2.16 (m, 2H), 3.87 (s, 2H), 5.68 (dd, J=8.6, 6.2 Hz, 1H), 6.62 (s, 1H), 7.08 (d, J=7.8 Hz, 2H), 7.20-7.29 (m, 2H), 7.30-7.47 (m, 2H), 7.52 (s, 1H), 8.51 (s, 1H).

Sources & evidence

ORD record
ord-c4a453fe91b04c94916afb621977bf97
Source dataset
uspto-grants-2012_09
Patent number
US08258134B2

Reaction notes

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