3-Chloro-6-(pyridin-3-yl)pyridazine → HCID 57654583, compound

HRID 1661787Notes

Reaction equation

HRID 1661787 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([CH2:11][C:12]([NH:14][NH2:15])=O)[CH:8]=[CH:7][C:5]=2[N:6]=1.Cl[C:17]1[N:18]=[N:19][C:20]([C:23]2[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=2)=[CH:21][CH:22]=1>>[N:25]1[CH:26]=[CH:27][CH:28]=[C:23]([C:20]2[CH:21]=[CH:22][C:17]3[N:14]([C:12]([CH2:11][C:9]4[CH:8]=[CH:7][C:5]5[N:6]=[C:2]([NH2:1])[S:3][C:4]=5[CH:10]=4)=[N:19][N:18]=3)[N:15]=2)[CH:24]=1

Participants

3

Reactant 2

HCID 167324353-Chloro-6-(pyridin-3-yl)pyridazineHCID 57654593HCID 57654593, compound

Product 1

HCID 57654583HCID 57654583, compound

Procedure

The title compound was prepared as described in Example 1 from (2-amino-benzothiazol-6-yl)-acetic acid hydrazide (0.65 mmol) and 3-chloro-6-pyridin-3-yl-pyridazine (0.34 mmol) to afford a yellow solid. 1H NMR (DMSO-d6) δ 9.30 (1H, d, J=1.6 Hz), 8.78 (1H, dd, J=4.8 Hz, 1.7 Hz), 8.50 (1H, m), 8.49 (1H, d, J=9.5 Hz), 8.01 (1H, d, J=9.6 Hz), 7.69 (1H, s), 7.64 (1H, ddd, J=8.1 Hz, 4.8 Hz, 1.0 Hz), 7.42 (2H, s), 7.26 (2H, s), 4.61 (2H, s). ESI-MS (m/z): Calcd for C18H13N7S: 359.1; found 360.3 (M+H).

Workup

  1. customto afford a yellow solid

Sources & evidence

ORD record
ord-f9fec9d4f488460c989d0964a6b51cca
Source dataset
uspto-grants-2011_10
Patent number
US08030305B2

Reaction notes

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