Hydrazine hydrate (1:1) → HCID 53739986, compound

HRID 355512Notes

Reaction equation

HRID 355512 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:9]([CH2:10][O:11][C:12](=[O:14])[CH3:13])[O:8][C@@H:7]([N:15]2[C:19]([N:20]3C(=O)C4=CC=CC=C4C3=O)=[C:18]([C:31](=[O:34])[CH2:32][Cl:33])[N:17]=[CH:16]2)[C@@H:6]1[Cl:35])(=[O:3])[CH3:2].O.NN>ClCCl>[C:1]([O:4][C@@H:5]1[C@@H:9]([CH2:10][O:11][C:12](=[O:14])[CH3:13])[O:8][C@@H:7]([N:15]2[C:19]([NH2:20])=[C:18]([C:31](=[O:34])[CH2:32][Cl:33])[N:17]=[CH:16]2)[C@@H:6]1[Cl:35])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 53964623HCID 53964623, compound

Product 1

HCID 53739986HCID 53739986, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound (38) obtained in step (4) above (310 mg) was dissolved in dichloromethane (12 ml), to which was then added hydrazine monohydrate (0.032 ml) under cooling at 0° C. The resultant mixture was stirred at that temperature for 1 hour to conduct the reaction intended and thereby afford the titled compound (39). The resulting reaction solution containing compound (39) was filtered and the filtrate was concentrated to leave a solid, which was purified by silica gel column chromatography (developer solvent: toluene-ethyl acetate, 1:2), to yield the titled compound (39) as a colorless solid (221 mg). Yield: 95%.

Sources & evidence

ORD record
ord-15645a17a6ff412692bab7ff88a20a6d
Source dataset
uspto-grants-1998_11
Patent number
US05831072

Reaction notes

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