HCID 57919208, compound → HCID 57919270, compound

HRID 2381454Notes

Reaction equation

HRID 2381454 reaction equation
[CH:1]1([CH2:6][CH:7]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([CH2:18][C:19]3[C:24]([F:25])=[CH:23][CH:22]=[CH:21][C:20]=3[F:26])[CH:13]=[N:12]2)[C:8]([OH:10])=O)[CH2:5][CH2:4][CH2:3][CH2:2]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>>[CH:1]1([CH2:6][CH:7]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([CH2:18][C:19]3[C:24]([F:25])=[CH:23][CH:22]=[CH:21][C:20]=3[F:26])[CH:13]=[N:12]2)[C:8]([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:10])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 57919208HCID 57919208, compound2×HCID 593449381-(3-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol2×

Product 1

HCID 57919270HCID 57919270, compoundYield 49%

Procedure

Using the method described in Example 17, 3-cyclopentyl-2-[4-(2,6-difluoro-benzyl)-6-oxo-6H-pyridazin-1-yl]-propionic acid (Intermediate 65) and 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (Intermediate 1) afforded 3-cyclopentyl-2-[4-(2,6-difluoro-benzyl)-6-oxo-6H-pyridazin-1-yl]-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-propionamide as a white solid (33.7 mg, 49%); ES+-HRMS m/e calcd for C26H31N5O3F2 [M+H+] 500.2468, found 500.2465. 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.03-1.08 (m, 1H) 1.04 (s, 3H) 1.06 (s, 3H) 1.20-1.74 (m, 8H) 1.84-1.98 (m, 1H) 2.19-2.30 (m, 1H) 3.88 (s, 2H) 3.97 (s, 2H) 4.66 (s, 1H) 5.46 (dd, J=11.1, 4.5 Hz, 1H) 6.37 (d, J=2.1 Hz, 1H) 6.45 (br s, 1H) 7.18 (t, J=8.0 Hz, 2H) 7.39-7.50 (m, 1H) 7.51 (d, J=2.1 Hz, 1H) 7.92 (d, J=2.1 Hz, 1H) 10.80 (s, 1H).

Sources & evidence

ORD record
ord-80dfc981114f41f19d1ae041f81dd03a
Source dataset
uspto-grants-2012_09
Patent number
US08258134B2

Reaction notes

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