Triethylamine → N'-(4-benzyloxy-3-cyano-pyridin-2-yl)-2-cyclopropylacetohydrazide

HRID 1020843Notes

Reaction equation

HRID 1020843 reaction equation
[CH2:1]([O:8][C:9]1[C:14]([C:15]#[N:16])=[C:13]([NH:17][NH2:18])[N:12]=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH:26]1([CH2:29][C:30](Cl)=[O:31])[CH2:28][CH2:27]1>C(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][N:12]=[C:13]([NH:17][NH:18][C:30](=[O:31])[CH2:29][CH:26]2[CH2:28][CH2:27]2)[C:14]=1[C:15]#[N:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 143262682-Cyclopropylacetyl chlorideHCID 57459592HCID 57459592, compound

Product 1

HCID 66784643N'-(4-benzyloxy-3-cyano-pyridin-2-yl)-2-cyclopropylacetohydrazideYield 91%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of intermediate compound D3 (4.099 g, 17.06 mmol) in dry DCM (112 ml) were added triethylamine (2.76 g, 27.294 mmol) and cyclopropyl-acetyl chloride (3.438 g, 29 mmol). The resulting reaction mixture was stirred at r.t. for 20 min, then concentrated in vacuo to yield intermediate compound D4 (5 g, 91%), which was used without further purification.

Workup

  1. customThe resulting reaction mixture
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-99b7534730bc4a7790e412dcac19cfb8
Source dataset
uspto-grants-2014_05
Patent number
US08716480B2

Reaction notes

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