3-Chloro-6-(trifluoromethyl)pyridazine → HCID 68816426, compound

HRID 734360Notes

Reaction equation

HRID 734360 reaction equation
Cl.Cl.[CH:3]1([N:7]2[CH2:12][CH2:11][N:10]([C:13]([CH:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)=[O:14])[CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4]1.[Cl:21][C:22]1[N:23]=[N:24][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:26][CH:27]=1>>[ClH:21].[CH:3]1([N:7]2[CH2:12][CH2:11][N:10]([C:13]([CH:15]3[CH2:20][CH2:19][N:18]([C:22]4[N:23]=[N:24][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:26][CH:27]=4)[CH2:17][CH2:16]3)=[O:14])[CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 282425263-Chloro-6-(trifluoromethyl)pyridazineHCID 68816921Methanone, (4-cyclobutyl-1-piperazinyl)-4-piperidinyl-, hydrochloride (1:2)

Product 1

HCID 68816426HCID 68816426, compound

Procedure

The title compound (E190) was prepared from 1-cyclobutyl-4-(piperidine-4-carbonyl)-piperazine (free base compound from D7) and 3-chloro-6-trifluoromethyl-pyridazine (A. J. Goodman, S. P. Stanforth and B. Tarbit, Tetrahedron, 1999, 55(52), 15067-15070) using the method described in Example 88. LCMS electrospray (+ve) 398 (MH+). 1H NMR δ [MeOH-d4]: 1.86-2.02 (6H, m), 2.33-2.37 (4H, m), 2.78-2.89 (1H, m), 2.91-3.12 (2H, m), 3.23.3.28 (1H, m), 3.44-3.54 (6H, m), 3.71-3.75 (1H, m), 4.30-4.42 (2H, m), 4.67-4.70 (2×m, 1H), 7.95 (1H, d, J=10 Hz) and 8.00 (1H, d, J=10 Hz).

Sources & evidence

ORD record
ord-900c5e500d624274b3364b0f28834b7a
Source dataset
uspto-grants-2009_09
Patent number
US07592347B2

Reaction notes

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