Hydrazine → Ethyl 2-hydrazinyl-4-methylpyrimidine-5-carboxylate

HRID 1584846Notes

Reaction equation

HRID 1584846 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[C:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][N:3]=1.[NH2:14][NH2:15]>C1COCC1>[NH:14]([C:2]1[N:7]=[C:6]([CH3:8])[C:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][N:3]=1)[NH2:15]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 21220624Ethyl 2-chloro-4-methylpyrimidine-5-carboxylate

Product 1

HCID 12427976Ethyl 2-hydrazinyl-4-methylpyrimidine-5-carboxylateYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared as described in Example 18, but employing a solution of ethyl 2-chloro-4-methylpyrimidine-5-carboxylate (0.08 g, 0.39 mmol) and hydrazine (0.06 g, 2.0 mmol) in THF (7.8 mL) resulting in a 93% yield (0.07 g); 1H NMR (CDCl3) δ 8.86 (s, 1H), 6.64 (bs, 1H), 4.33 (q, 2H), 2.70 (s, 3H), 1.38 (t, 3H).

Workup

  1. customresulting in a 93% yield (0.07 g)

Sources & evidence

ORD record
ord-181ae7272d814e54a91fa1597cb8b374
Source dataset
uspto-grants-1999_08
Patent number
US05935966

Reaction notes

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