3-Chloro-6-methoxypyridazine → HCID 131730817, compound

HRID 1893611Notes

Reaction equation

HRID 1893611 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][N:2]1[N:10]([CH3:46])[C:11](=[O:45])[CH2:12][N:13]([C:30]1[CH:35]=[CH:34][C:33](B2OCC(C)(C)CO2)=[CH:32][C:31]=1[CH3:44])[CH2:14][C:15]([NH:17][CH2:18][CH2:19][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:21][CH3:22])=[O:16].Cl[C:48]1[N:49]=[N:50][C:51]([O:54][CH3:55])=[CH:52][CH:53]=1>>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][N:2]1[N:10]([CH3:46])[C:11](=[O:45])[CH2:12][N:13]([C:30]1[CH:35]=[CH:34][C:33]([C:48]2[N:49]=[N:50][C:51]([O:54][CH3:55])=[CH:52][CH:53]=2)=[CH:32][C:31]=1[CH3:44])[CH2:14][C:15]([NH:17][CH2:18][CH2:19][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:27])[CH3:28])=[O:24])[CH2:21][CH3:22])=[O:16]

Participants

3

Reactant 2

HCID 744033-Chloro-6-methoxypyridazineHCID 86650793HCID 86650793, compound

Product 1

HCID 131730817HCID 131730817, compoundYield 49.3%

Procedure

Using the compound (510 mg, 0.802 mmol) of Example 295, step A and 3-chloro-6-methoxypyridazine (139 mg, 0.962 mmol), and according to the method of Example 295, step B, N2-{2-[1,3-dihydro-2H-isoindol-2-yl(methyl)amino]-2-oxoethyl}-N2-[4-(6-methoxypyridazin-3-yl)-2-methylphenyl]-N1-{2-[(tert-butoxycarbonyl)(ethyl)amino]ethyl}glycinamide (250 mg) was obtained as a brown oil. Using this oil (210 mg, 0.332 mmol), and according to the method of Example 46, step B, the title compound (92 mg, yield 53%) was obtained as a pale-yellow solid.

Sources & evidence

ORD record
ord-bfe1dbdcaf884e2896183981d170092f
Source dataset
uspto-grants-2013_08
Patent number
US08513235B2

Reaction notes

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