4-Ethyl-3-thiosemicarbazide → HCID 71699878, compound

HRID 456077Notes

Reaction equation

HRID 456077 reaction equation
[CH2:1]([NH:3][C:4]([NH:6][NH2:7])=[S:5])[CH3:2].[F:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[CH2:19][C:20]1[N:24]2[N:25]=[C:26]([C:29](=O)[CH3:30])[CH:27]=[CH:28][C:23]2=[N:22][CH:21]=1>>[CH2:1]([NH:3][C:4]([NH:6]/[N:7]=[C:29](/[C:26]1[CH:27]=[CH:28][C:23]2[N:24]([C:20]([CH2:19][C:10]3[CH:11]=[C:12]4[C:17](=[CH:18][C:9]=3[F:8])[N:16]=[CH:15][CH:14]=[CH:13]4)=[CH:21][N:22]=2)[N:25]=1)\[CH3:30])=[S:5])[CH3:2]

Participants

3

Reactant 2

HCID 15517804-Ethyl-3-thiosemicarbazideHCID 581905991-[3-(7-Fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]ethanone

Product 1

HCID 71699878HCID 71699878, compoundYield 53%

Procedure

The title compound was prepared from N-ethylhydrazine carbothioamide and 1-[3-(7-fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]-ethanone in analogy to the synthesis of example 1 in 53% yield. 1H-NMR (400 MHz, MeOH-d4) δ ppm 8.83 (d, 1H), 8.30 (d, 1H), 8.24 (d, 1H), 7.93 (m, 2H), 7.69 (m, 2H), 7.48 (q, 1H), 4.67 (s, 2H), 3.74 (q, 2H), 2.39 (s, 3H), 1.26 (t, 3H). LCMS (method A): [MH]+=422, tR=5.43 min.

Sources & evidence

ORD record
ord-289f813fac0440ff8e8f8c8c1c67d4e1
Source dataset
uspto-grants-2013_07
Patent number
US08497368B2

Reaction notes

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