Triethylamine → (6-Hydrazineylpyridin-3-yl)(morpholino)methanone

HRID 601002Notes

Reaction equation

HRID 601002 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[NH2:16][NH2:17].C(N(CC)CC)C>C(O)C>[NH:16]([C:2]1[N:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1)[NH2:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9321HydrazineHCID 8574994-(6-Chloropyridine-3-carbonyl)morpholine

Product 1

HCID 58976910(6-Hydrazineylpyridin-3-yl)(morpholino)methanoneYield 76%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

To (6-chloro-pyridin-3-yl)-morpholin-4-yl-methanone (0.649 g, 2.86 mmoles) in ethanol (6 mL) was added 0.270 uL (3.0 equivalents) of hydrazine, followed by triethylamine 438.9 uL (1.1 equivalents). The reaction was stirred overnight at 100° C. to give (6-hydrazino-pyridin-3-yl)-morpholin-4-yl-methanone. The reaction was filtered and then concentrated to dryness. The crude residue, (6-hydrazino-pyridin-3-yl)-morpholin-4-yl-methanone, weighed 0.372 g (76% yield).

Sources & evidence

ORD record
ord-b81e3be765cf412393d4b99adf072e2d
Source dataset
uspto-grants-2011_03
Patent number
US07902239B2

Reaction notes

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