Triethylamine → HCID 178489116, compound

HRID 1272775Notes

Reaction equation

HRID 1272775 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.C(N(CC)CC)C.[CH3:30][O:31][C:32]1[CH:41]=[CH:40][C:35]([C:36]([NH:38][NH2:39])=O)=[CH:34][CH:33]=1>>[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:36]([C:35]5[CH:40]=[CH:41][C:32]([O:31][CH3:30])=[CH:33][CH:34]=5)=[N:38][N:39]=4)[CH:8]=3)[NH:12][N:11]=2)=[CH:21][CH:20]=1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 767924-MethoxybenzohydrazideHCID 22479739ethoxy[3-(4fluorophenyl)(1H-indazol-5-yl)]methanimine hydrochloride

Product 1

HCID 178489116HCID 178489116, compoundYield 37%

Procedure

The procedure described in example 123 using ethoxy[3-(4-fluorophenyl)(1H-indazol-5-yl)]methanimine hydrochloride (400 mg, 1.25 mmol), triethylamine (0.5 mL, 3.7 mmol) and 4-methoxy benzhydrazide (415 mg, 2.5 mmol) was used to prepare the title compound (175 mg, 37% yield). 1H NMR (DMSO-d6) δ 13.5 (s, 1H), 8.71 (s, 1H), 8.16 (d, 1H), 8.0–8.1 (m, 4H), 7.75 (d, 1H), 7.45 (t, 2H), 7.1 (d, 2H), 3.88 (s, 3H), ES-MS (m/z) 386 [M+1]+.

Sources & evidence

ORD record
ord-df771b61e9334a9aa06c89aef7403842
Source dataset
uspto-grants-2007_04
Patent number
US07208513B2

Reaction notes

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