3(2H)-Pyridazinone → HCID 178426326, compound

HRID 2103678Notes

Reaction equation

HRID 2103678 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]4[CH3:18])[CH2:10]3)[S:8][C:4]=2[CH:3]=1.[CH3:21][C:22]1[C:23](=[O:28])[NH:24][CH:25]=[CH:26][CH:27]=1.N1NC(=O)C=CC=1>>[CH3:21][C:22]1[C:23](=[O:28])[N:24]([C:2]2[CH:20]=[CH:19][C:5]3[N:6]=[C:7]([C@H:9]4[CH2:12][C@H:11]([N:13]5[CH2:17][CH2:16][CH2:15][C@@H:14]5[CH3:18])[CH2:10]4)[S:8][C:4]=3[CH:3]=2)[CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 3

HCID 681533(2H)-PyridazinoneHCID 704812-Hydroxy-3-methylpyridineHCID 178461421HCID 178461421, compound

Product 1

HCID 178426326HCID 178426326, compound

Procedure

The title compound was prepared according to the procedure described in Example 22, substituting the product of Example 11A for the product of Example 1E and substituting 3-methyl-2-pyridone for 3(2H)-pyridazinone. 1H NMR (500 MHz, CDCl3) δ ppm 8.02 (d, J=8.74 Hz, 1H) 7.89 (d, J=1.87 Hz, 1H) 7.42 (dd, J=8.73, 2.18 Hz, 1H) 7.25-7.31 (m, 2H) 6.18 (t, J=6.86 Hz, 1H) 3.57-3.68 (m, 1H) 3.15-3.25 (m, 1H) 3.02-3.10 (m, 1H) 2.72-2.85 (m, 1H) 2.59-2.68 (m, 1H) 2.44-2.53 (m, 2H) 2.31-2.43 (m, 1H) 2.20 (s, 3H) 1.91-2.02 (m, 1H) 1.79-1.88 (m, 1H) 1.65-1.76 (m, 1H) 1.44-1.64 (m, 2H) 1.15 (s, 3H). MS: (M+H)+=380.

Sources & evidence

ORD record
ord-016652d137a24bb881f02d7af75c1037
Source dataset
uspto-grants-2009_08
Patent number
US07576110B2

Reaction notes

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