HCID 57919243, compound → HCID 44464305, compound

HRID 2381540Notes

Reaction equation

HRID 2381540 reaction equation
[CH:1]1([CH2:7][CH:8]([N:12]2[C:17](=[O:18])[CH:16]=[C:15]([O:19][C:20]3[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][C:21]=3[CH3:27])[CH:14]=[N:13]2)[C:9](O)=[O:10])[CH2:6][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([CH2:7][CH:8]([N:12]2[C:17](=[O:18])[CH:16]=[C:15]([O:19][C:20]3[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][C:21]=3[CH3:27])[CH:14]=[N:13]2)[C:9]([NH:28][C:29]2[CH:33]=[CH:32][N:31]([CH2:34][C:35]([OH:37])([CH3:38])[CH3:36])[N:30]=2)=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 57919243HCID 57919243, compound2×HCID 593449381-(3-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol2×

Product 1

HCID 44464305HCID 44464305, compoundYield 75%

Procedure

Using the method described in Example 49, 3-cyclohexyl-2-[4-(2,4-dimethyl-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (Intermediate 89) and 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (Intermediate 1) afforded 3-cyclohexyl-2-[4-(2,4-dimethyl-phenoxy)-6-oxo-6H-pyridazin-1-yl]-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-propionamide as a light yellow solid (202 mg, 75%); ES+-HRMS m/e calcd for C28H37N5O4 [M+H+] 508.2919 found 508.2920. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.85-1.29 (m, 6H), 1.04 (s, 3H), 1.06 (s, 3H), 1.52-1.73 (m, 5H), 1.73-1.90 (m, 1H), 2.11 (s, 3H), 2.11-2.22 (m, 1H), 2.31 (s, 3H), 3.89 (s, 2H), 4.67 (s, 1H), 5.47-5.58 (m, 2H), 6.39 (d, J=2.1 Hz, 1H), 7.08 (d, J=8.2 Hz, 1H), 7.10-7.15 (m, 1H), 7.21 (s, 1H), 7.52 (d, J=2.1 Hz, 1H), 8.14 (d, J=2.7 Hz, 1H), 10.79 (s, 1H).

Sources & evidence

ORD record
ord-ac8b726e536149b2a1feb29f1797b1f6
Source dataset
uspto-grants-2012_09
Patent number
US08258134B2

Reaction notes

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