5-(4-Chloro-phenyl)-6-cyclopropylmethoxy-pyridazine-3-carboxylic acid → 5-(4-Chloro-phenyl)-6-cyclopropylmethoxy-pyridazine-3-carboxylic acid (3-trifluoromethyl-[1,2,4]oxadiazol-5-ylmethyl)-amide

HRID 1528424Notes

Reaction equation

HRID 1528424 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:19]([OH:21])=O)[N:11]=[N:12][C:13]=2[O:14][CH2:15][CH:16]2[CH2:18][CH2:17]2)=[CH:4][CH:3]=1.Cl.[F:23][C:24]([F:33])([F:32])[C:25]1[N:29]=[C:28]([CH2:30][NH2:31])[O:27][N:26]=1>>[F:33][C:24]([F:23])([F:32])[C:25]1[N:29]=[C:28]([CH2:30][NH:31][C:19]([C:10]2[N:11]=[N:12][C:13]([O:14][CH2:15][CH:16]3[CH2:17][CH2:18]3)=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)[CH:9]=2)=[O:21])[O:27][N:26]=1

Participants

3

Reactant 2

HCID 666787755-(4-Chloro-phenyl)-6-cyclopropylmethoxy-pyridazine-3-carboxylic acidHCID 66687518[3-(Trifluoromethyl)-1,2,4-oxadiazol-5-yl]methanamine hydrochloride

Product 1

HCID 569283795-(4-Chloro-phenyl)-6-cyclopropylmethoxy-pyridazine-3-carboxylic acid (3-trifluoromethyl-[1,2,4]oxadiazol-5-ylmethyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 5-(4-chloro-phenyl)-6-cyclopropylmethoxy-pyridazine-3-carboxylic acid (example P) and C-(3-trifluoromethyl-[1,2,4]oxadiazol-5-yl)-methylamine hydrochloride (CAS registry No. 944905-93-5; example AK) as starting materials; LC-MS (UV peak area/ESI) 100%, 454.0888 (M+H)+.

Sources & evidence

ORD record
ord-f09b21ba73ce48ab9b0ba63f5aeeb6e8
Source dataset
uspto-grants-2015_07
Patent number
US09090599B2

Reaction notes

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