Piperidine → HCID 18648373, compound

HRID 1614690Notes

Reaction equation

HRID 1614690 reaction equation
N1CCCCC1.[C:7]([C:9]1[C:10](=[O:49])[NH:11][C:12](=[O:48])[N:13]([CH:47]=1)[C@@H:14]1[O:45][C@H:17]([CH2:18][O:19][C:20](=[O:44])[C@H:21]([C@H:40]([CH2:42][CH3:43])[CH3:41])[NH:22]C(OCC2C3CC4C(=CC=CC=4)C=3C=CC=2)=O)[C@@H:16]([F:46])[CH2:15]1)#[CH:8]>CN(C)C=O>[C:7]([C:9]1[C:10](=[O:49])[NH:11][C:12](=[O:48])[N:13]([CH:47]=1)[C@@H:14]1[O:45][C@H:17]([CH2:18][O:19][C:20](=[O:44])[C@H:21]([C@H:40]([CH2:42][CH3:43])[CH3:41])[NH2:22])[C@@H:16]([F:46])[CH2:15]1)#[CH:8]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 86746212HCID 86746212, compound

Product 1

HCID 18648373HCID 18648373, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A 20% solution of piperidine in dry dimethylformamide (5 ml) was added to 2',3'-dideoxy-5-ethynyl-5'-O-(N-fluorenylmethoxycarbonyl-L-isoleucinyl)-3'-fluorouridine (0.57 g, 0.96 mmol) and after 4 minutes at room temperature, the solvents were evaporated rapidly under high vacuum with minimal heating. Trituration of the residue with several portions of ether afforded a crop of the title compound containing ~5% of N,N'-dicyclohexylurea.

Workup

  1. customthe solvents were evaporated rapidly under high vacuum with minimal heating

Sources & evidence

ORD record
ord-e9f81bb041c84354b1be722f1c277117
Source dataset
uspto-grants-1993_03
Patent number
US05198539

Reaction notes

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