Hydrazine → HCID 10135743, compound

HRID 1373810Notes

Reaction equation

HRID 1373810 reaction equation
[CH:1]1([NH:6][C:7]2[N:12]3[N:13]=[C:14]([C:23]4[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=4)[C:15]([C:16]4[CH:21]=[CH:20][N:19]=[C:18](F)[CH:17]=4)=[C:11]3[CH:10]=[CH:9][CH:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:30][NH2:31]>C(O)C>[CH:1]1([NH:6][C:7]2[N:12]3[N:13]=[C:14]([C:23]4[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=4)[C:15]([C:16]4[CH:21]=[CH:20][N:19]=[C:18]([NH:30][NH2:31])[CH:17]=4)=[C:11]3[CH:10]=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 17953061HCID 17953061, compound

Product 1

HCID 10135743HCID 10135743, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a similar manner as described in Example 29, from N-cyclopentyl-2-(4-fluorophenyl)-3-(2-fluoro-4-pyridinyl)pyrazolo[1,5-α]pyridin-7-amine (45 mg, 0.12 mmol) and anhydrous hydrazine (0.5 mL) in ethanol (4 mL) at 100° C. for 13 hours was formed N-cyclopentyl-2-(4-fluorophenyl)-3-(2-hydrazino-4-pyridinyl)pyrazolo[1,5-α]pyridin-7-amine (30 mg, 65%) as a solid. 1H NMR (CDCl3): δ 8.05 (d, 1H), 7.61 (m, 2H), 7.20 (t, 1H), 7.09–6.99 (m, 4H), 6.71 (s, 1H), 6.63 (d, 1H), 6.03–5.96 (m, 3H), 4.01 (broad m, 2H), 2.14 (m, 2H), 1.84–1.68 (m, 6H); 19F NMR (CDCl3) δ −113.66; MS m/z 403 (M+1).

Sources & evidence

ORD record
ord-3060528176dd4732926921cff33978a2
Source dataset
uspto-grants-2007_01
Patent number
US07163940B2

Reaction notes

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