3(2H)-Pyridazinone → HCID 178426924, compound

HRID 2103703Notes

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][CH: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[CH:27]=[C:22]([CH3:21])[CH:23]=[CH:24][C:25]4=[O:28])[CH:20]=[CH:19][C:5]=3[N:6]=2)[CH2:10]1)([CH3:18])[CH3:15]

Participants

Reactant 3

HCID 681533(2H)-Pyridazinone

HCID 704822-Hydroxy-5-methylpyridine

HCID 178461421HCID 178461421, compound

Product 1

HCID 178426924HCID 178426924, 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 5-methyl-2-pyridone for 3(2H)-pyridazinone. 1H NMR (400 MHz, CDCl3) δ ppm 8.02 (d, J=8.59 Hz, 1H) 7.88 (d, J=2.15 Hz, 1H) 7.42 (dd, J=8.59, 1.84 Hz, 1H) 7.26-7.30 (m, 1H) 7.15 (s, 1H) 6.62 (d, J=9.21 Hz, 1H) 3.51-3.64 (m, 1H) 3.13-3.27 (m, 1H) 2.90-3.02 (m, 1H) 2.62-2.72 (m, 2H) 2.28-2.40 (m, 2H) 2.13 (s, 3H) 2.12 (s, 3H) 1.02 (d, J=6.44 Hz, 6H). MS: (M+H)+=368.

Sources & evidence

ORD record: ord-fa09a40c7a8c43389db37584a97a18e4
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576110B2

Reaction notes

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