3(2H)-Pyridazinone → HCID 178426919, compound

HRID 2103709Notes

Reaction equation

HRID 2103709 reaction equation
Br[C:2]1[CH:20]=[CH:19][C:5]2[N:6]=[C:7]([C@H:9]3[CH2:12][C@H:11]([N:13]4[CH2:17][CH2:16][CH2:15][C@H:14]4C)[CH2:10]3)[S:8][C:4]=2[CH:3]=1.[CH3:21][C:22]1[CH:23]=[CH:24][C:25](=[O:28])[NH:26][CH:27]=1.N1NC(=O)C=CC=1>>[CH3:21][C:22]1[CH:23]=[CH:24][C:25](=[O:28])[N:26]([C:2]2[CH:20]=[CH:19][C:5]3[N:6]=[C:7]([C@H:9]4[CH2:10][C@H:11]([N:13]5[CH2:14][CH2:15][CH2:16][CH2:17]5)[CH2:12]4)[S:8][C:4]=3[CH:3]=2)[CH:27]=1

Participants

4

Reactant 3

HCID 681533(2H)-PyridazinoneHCID 704822-Hydroxy-5-methylpyridineHCID 178461421HCID 178461421, compound

Product 1

HCID 178426919HCID 178426919, compound

Procedure

The title compound was prepared according to the procedure described in Example 22, substituting the product of Example 62A for the product of Example 1E and substituting 5-methyl-2(1H)-pyridone for 3(2H)-pyridazinone. 1H NMR (300 MHz, CDCl3) δ ppm 8.03 (d, J=9.15 Hz, 1H) 7.87-7.90 (m, 1H) 7.44 (td, J=9.00, 2.03 Hz, 1H) 7.29 (dt, J=9.00, 2.37 Hz, 2H) 7.15 (s, 1H) 6.63 (d, J=9.15 Hz, 1H) 3.61-3.73 (m, 1H) 3.03-3.16 (m, 1H) 2.43-2.78 (m, 6H) 2.12 (s, 3H) 1.81-1.91 (m, 4H) 1.51-1.61 (m, 2H). MS: (M+H)+=366.

Sources & evidence

ORD record
ord-4af7171930c94b0aafd9f9c38182f48f
Source dataset
uspto-grants-2009_08
Patent number
US07576110B2

Reaction notes

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