3-Chloro-6-(pyridin-3-yl)pyridazine → HCID 57654548, compound

HRID 1921612Notes

Reaction equation

HRID 1921612 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9]([NH:11][NH2:12])=O)[CH:5]=[CH:4][N:3]=1.Cl[C:14]1[N:15]=[N:16][C:17]([C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)=[CH:18][CH:19]=1>>[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9]2[N:15]3[N:16]=[C:17]([C:20]4[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=4)[CH:18]=[CH:19][C:14]3=[N:12][N:11]=2)[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 167324353-Chloro-6-(pyridin-3-yl)pyridazineHCID 57654608HCID 57654608, compound

Product 1

HCID 57654548HCID 57654548, compound

Procedure

The title compound was prepared as described in Example 1 as a pale orange solid from (2-Chloro-pyridin-4-yl)-acetic acid hydrazide (0.61 mmol) and 3-chloro-6-pyridin-3-yl-pyridazine (0.33 mmol). 1H NMR (CDCl3/CD3OD) δ 9.17 (1H, d, J=2.6 Hz), 8.79 (1H, dd, J=4.9 Hz, 1.6 Hz), 8.32 (1H, d, J=4.6 Hz), 8.30 (1H, d, J=9.5 Hz), 8.28 (1H, ddd, J=8.0 Hz, 2.4 Hz, 1.6 Hz), 7.70 (1H, d, J=9.6 Hz), 7.58 (1H, m), 7.47 (1H, s), 7.34 (1H, m), 4.67 (2H, s). ESI-MS (m/z): Calcd for C16H11N6Cl: 322.1; found 323.3 (M+H).

Sources & evidence

ORD record
ord-c679f56269644f60b47e517d6d84d4a5
Source dataset
uspto-grants-2012_05
Patent number
US08173654B2

Reaction notes

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