Sodium Methoxide → HCID 178473901, compound

HRID 2183276Notes

Reaction equation

HRID 2183276 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:23]([N:26]1[CH2:31][CH2:30][N:29]([CH2:32][C:33]([NH:35][NH2:36])=O)[CH2:28][CH2:27]1)(=[O:25])[CH3:24].C[O-].[Na+]>CO>[C:23]([N:26]1[CH2:31][CH2:30][N:29]([CH2:32][C:33]2[NH:6][C:5]([C:7]3[CH:8]=[C:9]4[C:13](=[CH:14][CH:15]=3)[NH:12][N:11]=[C:10]4[C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)=[N:36][N:35]=2)[CH2:28][CH2:27]1)(=[O:25])[CH3:24]

Participants

5

Reactant 3

HCID 10942334Sodium MethoxideHCID 22479739ethoxy[3-(4fluorophenyl)(1H-indazol-5-yl)]methanimine hydrochlorideHCID 224797542-(4-acetylpiperazinyl)-N-aminoacetamide

Product 1

HCID 178473901HCID 178473901, compoundYield 5.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The procedure described for Example 283 B was followed using ethoxy[3-(4-fluorophenyl)(1H-indazol-5-yl)]methanimine hydrochloride (600 mg, 1.88 mmol), 2-(4-acetylpiperazinyl)-N-aminoacetamide (1.12 g, 5.64 mmol), sodium methoxide (1.3 mL, 5.64 mmol), and methanol (8 mL) to yield the title compound (41 mg, 5% yield). 1H NMR (DMSO-d6) δ 13.8 (s, 1H), 8.6 (s, 1H), 8.0 (m, 5H), 7.6 (m, 2H), 7.4 (t, 3H), 4.6 (m, 2H), ES-MS (m/z) 420 [M+1]+.

Sources & evidence

ORD record
ord-44a573d6d0564d77aabe767a1d92857f
Source dataset
uspto-grants-2005_05
Patent number
US06897231B2

Reaction notes

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