3(2H)-Pyridazinone → HCID 178426923, compound

HRID 2103676Notes

Reaction equation

HRID 2103676 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[CH:23]=[CH:24][C:25](=[O:28])[NH:26][N: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[CH2:12][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)[N:27]=1

Participants

4

Reactant 3

HCID 681533(2H)-PyridazinoneHCID 833466-methylpyridazin-3(2H)-oneHCID 178461421HCID 178461421, compound

Product 1

HCID 178426923HCID 178426923, 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 6-methyl-3(2H)-pyridazinone for 3(2H)-pyridazinone. 1H NMR (500 MHz, CDCl3) δ ppm 8.12 (m, 1H) 8.00 (m, 1H) 7.67 (dd, J=8.73, 1.87 Hz, 1H) 7.16 (m, 1H) 7.01 (m, 1H) 3.57-3.67 (m, 1H) 3.15-3.24 (m, 1H) 3.02-3.11 (m, 1H) 2.73-2.86 (m, 1H) 2.56-2.68 (m, 1H) 2.45-2.55 (m, 2H) 2.41 (s, 3H) 2.30-2.37 (m, 1H) 1.92-2.04 (m, 1H) 1.77-1.87 (m, 1H) 1.67-1.74 (m, 1H) 1.44-1.61 (m, 2H) 1.15 (s, 3H). MS: (M+H)+=381.

Sources & evidence

ORD record
ord-5de977482c59458dbd8d06664be79ef4
Source dataset
uspto-grants-2009_08
Patent number
US07576110B2

Reaction notes

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