Pyridine → HCID 136365348, compound

HRID 76078Notes

Reaction equation

[OH:1][NH:2][C:3](=[NH:34])[CH2:4][CH:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]3[N:18]=[N:19][C:20]([NH:23][C:24]4[CH:25]=[N:26][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:28][CH:29]=4)=[CH:21][CH:22]=3)=[CH:13][CH:12]=2)[CH2:7][CH2:6]1.N1C=CC=CC=1.Cl[C:42]([O:44][CH2:45][CH:46]([CH3:48])[CH3:47])=[O:43]>CN(C=O)C>[CH2:45]([O:44][C:42](=[O:43])[NH:34]/[C:3](=[N:2]\[OH:1])/[CH2:4][CH:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:12]=[CH:13][C:14]([C:17]3[N:18]=[N:19][C:20]([NH:23][C:24]4[CH:25]=[N:26][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:28][CH:29]=4)=[CH:21][CH:22]=3)=[CH:15][CH:16]=2)[CH2:7][CH2:6]1)[CH:46]([CH3:48])[CH3:47]

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of N-Hydroxy-2-(4-{4-[6-(6-trifluoromethyl-pyridin-3-ylamino)-pyridazin-3-yl]-phenyl}-cyclohexyl)-acetamidine (0.13 g, 0.28 mmol, 1.0 equiv) in 2 Ml DMF was added pyridine (0.023 Ml, 0.31 mmol, 1:1 equiv). The solution was cooled to 0° C., then isobutyl chloroformate (0.04 Ml, 0.31 mmol, 1.1 equiv) was added dropwise via syringe. The reaction was allowed to warm to room temperature and stirred for 2 h. Extractive aqueous workup afforded the title compound which was used in the next step without further purification. (M+H)+571.4.

Workup

temperatureto warm to room temperature

Sources & evidence

ORD record: ord-b3183dfde2ff4501a65caf3b57aa55c5
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08835451B2

Reaction notes

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