3-amino-1-(4-chlorophenyl)urea → HCID 71699871, compound

HRID 456070Notes

Reaction equation

HRID 456070 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][NH2:12])=[O:10])=[CH:4][CH:3]=1.[F:13][C:14]1[CH:23]=[C:22]2[C:17]([CH:18]=[CH:19][CH:20]=[N:21]2)=[CH:16][C:15]=1[CH2:24][C:25]1[N:29]2[N:30]=[C:31]([C:34](=O)[CH3:35])[CH:32]=[CH:33][C:28]2=[N:27][CH:26]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([NH:11]/[N:12]=[C:34](/[C:31]2[CH:32]=[CH:33][C:28]3[N:29]([C:25]([CH2:24][C:15]4[CH:16]=[C:17]5[C:22](=[CH:23][C:14]=4[F:13])[N:21]=[CH:20][CH:19]=[CH:18]5)=[CH:26][N:27]=3)[N:30]=2)\[CH3:35])=[O:10])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 27578593-amino-1-(4-chlorophenyl)ureaHCID 581905991-[3-(7-Fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]ethanone

Product 1

HCID 71699871HCID 71699871, compound

Procedure

The title compound was prepared from N-p-chlorophenylhydrazine carboxamide and 1-[3-(7-fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl-]ethanone in analogy to the synthesis of example 1. 1H-NMR (400 MHz, DMSO-d6) δ ppm 10.20 (s, 1H), 9.18 (s, 1H), 8.86 (dd, 1H), 8.31 (m, 2H), 8.07 (d, 1H), 7.96 (d, 1H), 7.78 (d, 1H), 7.67 (m, 3H), 7.48 (q, 1H), 7.36 (d, 2H), 4.58 (s, 2H), 2.32 (s, 3H). LCMS (method C): [MH]+=489, tR=4.35 min.

Sources & evidence

ORD record
ord-1f0d24dc610a4fe3bd58b761099c318f
Source dataset
uspto-grants-2013_07
Patent number
US08497368B2

Reaction notes

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