Triethylamine → HCID 178440323, compound

HRID 1272774Notes

Reaction equation

HRID 1272774 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:25](CC)CC)C.[C:30]([NH:35]N)(=O)[CH2:31][CH2:32][CH3:33]>>[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:25][C:30]([CH2:31][CH2:32][CH3:33])=[N:35][N:6]=4)[CH:8]=3)[NH:12][N:11]=2)=[CH:21][CH:20]=1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 77079ButyrohydrazideHCID 22479739ethoxy[3-(4fluorophenyl)(1H-indazol-5-yl)]methanimine hydrochloride

Product 1

HCID 178440323HCID 178440323, compoundYield 8%

Procedure

The procedure described in example 123 using ethoxy[3-(4-fluorophenyl)(1H-indazol-5-yl)]methanimine hydrochloride (200 mg, 0.62 mmol), triethylamine (0.25 mL, 1.86 mmol) and butyric acid hydrazide (127.7 mg, 1.25 mmol) was used to prepare the title compound (16 mg, 8% yield). 1H NMR (DMSO-d6) δ 13.5 (s, 1H), 8.6 (s, 1H), 8.0–8.1 (m, 3H), 7.68–7.7 (d, 1H), 7.42 (t, 2H), 2.7 (t, 2H), 1.75 (m, 2H), 0.95 (t, 3H), ES-MS (m/z) 322 [M+1]+.

Sources & evidence

ORD record
ord-eceb1442a37b4b69850feb432c621b33
Source dataset
uspto-grants-2007_04
Patent number
US07208513B2

Reaction notes

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