2-Furancarboxylic acid, hydrazide → HCID 178505582, compound

HRID 1272771Notes

Reaction equation

HRID 1272771 reaction equation
Cl.C(O[C:5]([C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][N:11]=[C:10]2[C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)=[NH:6])C.[O:23]1[CH:27]=[CH:26][CH:25]=[C:24]1[C:28]([NH:30][NH2:31])=O>>[F:22][C:19]1[CH:18]=[CH:17][C:16]([C:10]2[C:9]3[C:13](=[CH:14][CH:15]=[C:7]([C:5]4[NH:6][C:28]([C:24]5[O:23][CH:27]=[CH:26][CH:25]=5)=[N:30][N:31]=4)[CH:8]=3)[NH:12][N:11]=2)=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 187312-Furancarboxylic acid, hydrazideHCID 22479739ethoxy[3-(4fluorophenyl)(1H-indazol-5-yl)]methanimine hydrochloride

Product 1

HCID 178505582HCID 178505582, compoundYield 15%

Procedure

The procedure described in example 119 using ethoxy[3-(4-fluorophenyl)(1H-indazol-5-yl)]methanimine hydrochloride (200 mg, 0.62 mmol), triethylainine (0.25 mL, 1.86 mmol) and 2-furoic acid hydrazide (157.6 mg, 1.25 mmol) was followed to yield the title compound (32 mg, 15% yield). 1H NMR (DMSO-d6) δ 14.8 (br s, 1H), 13.5 (s, 1H), 8.7 (s, 1H), 8.0–8.15 (m, 3H), 7.78 (s, 1H), 7.75 (d, 1H), 7.4 (t, 2H), 7.0 (br s, 7.0), 6.65 (s, 1H), ES-MS (m/z) 346 [M+1]+.

Sources & evidence

ORD record
ord-dda3fe7f589645c2a3602d17437fe5ee
Source dataset
uspto-grants-2007_04
Patent number
US07208513B2

Reaction notes

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