3(2H)-Pyridazinone → HCID 178426925, compound

HRID 2103701Notes

Reaction equation

HRID 2103701 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]C[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>>[CH:14]([N:13]([CH3:17])[C@H:11]1[CH2:12][C@H:9]([C:7]2[S:8][C:4]3[CH:3]=[C:2]([N:26]4[C:25](=[O:28])[CH:24]=[CH:23][C:22]([CH3:21])=[N:27]4)[CH:20]=[CH:19][C:5]=3[N:6]=2)[CH2:10]1)([CH3:18])[CH3:15]

Participants

4

Reactant 3

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

Product 1

HCID 178426925HCID 178426925, compound

Procedure

The title compound was prepared according to the procedure described in Example 22, except for substituting the product of Example 52A for the product of Example 1E and substituting 6-methyl-3(2H)-pyridazinone for 3(2H)-pyridazinone. 1H NMR (400 MHz, CDCl3) δ ppm 8.12 (d, J=1.84 Hz, 1H) 8.01 (d, J=8.90 Hz, 1H) 7.67 (dd, J=8.59, 2.15 Hz, 1H) 7.16 (d, J=9.51 Hz, 1H) 7.00 (d, J=9.51 Hz, 1H) 3.49-3.66 (m, 1H) 3.12-3.28 (m, 1H) 2.91-3.06 (m, 1H) 2.61-2.75 (m, 2H) 2.40 (s, 3H) 2.29-2.40 (m, 2H) 2.14 (s, 3H) 1.03 (d, J=6.75 Hz, 6H). MS: (M+H)+=369.

Sources & evidence

ORD record
ord-cda8e3a9004a4b22b2fb326211d42a61
Source dataset
uspto-grants-2009_08
Patent number
US07576110B2

Reaction notes

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