6-chloro-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridazin-3-amine → HCID 86710617, compound

HRID 1027217Notes

Reaction equation

HRID 1027217 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12](B(O)O)=[C:11]([O:18][C:19]([F:22])([F:21])[F:20])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:24]1[N:29]=[N:28][C:27]([N:30]([CH3:41])[CH:31]2[CH2:36][C:35]([CH3:38])([CH3:37])[NH:34][C:33]([CH3:40])([CH3:39])[CH2:32]2)=[CH:26][CH:25]=1>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:24]2[N:29]=[N:28][C:27]([N:30]([CH3:41])[CH:31]3[CH2:36][C:35]([CH3:37])([CH3:38])[NH:34][C:33]([CH3:40])([CH3:39])[CH2:32]3)=[CH:26][CH:25]=2)=[C:11]([O:18][C:19]([F:22])([F:21])[F:20])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 867105396-chloro-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridazin-3-amineHCID 867106184-Benzyloxy-2-(trifluoromethoxy)phenylboronic acid

Product 1

HCID 86710617HCID 86710617, compound

Procedure

(4-(Benzyloxy)-2-(trifluoromethoxy)phenyl)boronic acid (1.2 g, 61% pure, 2.307 mmol) and Intermediate 1-1 (246 mg, 0.871 mmol) were reacted according to GENERAL METHOD 1-5 for Suzuki coupling. Compound 6-(4-(benzyloxy)-2-(trifluoromethoxy)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridazin-3-amine was obtained as a beige solid (405 mg, 90% yield) after flash column chromatography purification. MS (M+1)=515.5.

Sources & evidence

ORD record
ord-303c09b43f1a43daab0eabe231f94ce1
Source dataset
uspto-grants-2014_05
Patent number
US08729263B2

Reaction notes

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