HCID 67096114, compound → HCID 44194065, compound

HRID 2076099Notes

Reaction equation

HRID 2076099 reaction equation
CN(C)/[CH:3]=[C:4]1\[CH2:5][CH2:6][CH2:7][C:8]([OH:17])([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[C:9]\1=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[CH3:27][O:28][C:29]1[CH:30]=[C:31]([NH:41][C:42]([NH2:44])=[NH:43])[CH:32]=[CH:33][C:34]=1[N:35]1[CH:39]=[C:38]([CH3:40])[N:37]=[CH:36]1>>[CH3:27][O:28][C:29]1[CH:30]=[C:31]([NH:41][C:42]2[N:44]=[CH:3][C:4]3[CH2:5][CH2:6][CH2:7][C:8]([C:11]4[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=4)([OH:17])[C:9]=3[N:43]=2)[CH:32]=[CH:33][C:34]=1[N:35]1[CH:39]=[C:38]([CH3:40])[N:37]=[CH:36]1

Participants

3

Reactant 2

HCID 67096114HCID 67096114, compoundHCID 178493228HCID 178493228, compound

Product 1

HCID 44194065HCID 44194065, compound

Procedure

The title compound was prepared from crude 6-[1-dimethylamino-meth-(E)-ylidene]-2-hydroxy-2-pyridin-3-yl-cyclohexanone (59 mg, 0.24 mmol) and N-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-guanidine dinitrate (74 mg, 0.20 mmol) using in analogous manner the procedure described in example 45b). Obtained as a yellow solid (54 mg, 63%). MS ISP (m/e): 429.3 (100) [(M+H)+]. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=9.63 (s, 1H), 8.51 (s, 1H), 8.42 (m, 2H), 7.72 (s, 1H), 7.68 (d, 1H), 7.62 (s, 1H), 7.33 (dd, 1H), 7.04 (s, 2H), 6.97 (s, 1H), 5.95 (s, 1H), 5.76 (s, 1H), 3.39 (s, 3H), 2.75 (m, 3H), 2.12 (s, 3H), 2.02 (m, 3H), 1.75 (m, 1H).

Sources & evidence

ORD record
ord-8b735edfff7a4d9895356f37de9eb738
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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