4-Piperidinecarboxylic acid → 1-(Benzocyclobuten-1-ylmethyl)-4-piperidinecarboxylic acid

HRID 654749Notes

Reaction equation

HRID 654749 reaction equation
I[CH2:2][CH:3]1[C:6]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:5]2[CH2:4]1.[NH:11]1[CH2:16][CH2:15][CH:14]([C:17]([OH:19])=[O:18])[CH2:13][CH2:12]1.C(N(CC)CC)C>CN(C)C=O>[C:3]1([CH2:2][N:11]2[CH2:16][CH2:15][CH:14]([C:17]([OH:19])=[O:18])[CH2:13][CH2:12]2)[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[CH:4]=1

Participants

5

Reactant 3

HCID 37734-Piperidinecarboxylic acidHCID 8471TriethylamineHCID 27630237-(Iodomethyl)bicyclo[4.2.0]octa-1,3,5-triene

Product 1

HCID 198863721-(Benzocyclobuten-1-ylmethyl)-4-piperidinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.028 mole of 1-(iodomethyl)benzocyclobutene (Process 1, stage G}, 0.028 mole of 4-piperidinecarboxylic acid and 0.028 mole of triethylamine are mixed in 95 ml of dimethylformamide. The mixture is brought to 60° C. for 6 hours. It is evaporated to dryness, the residue is taken up with ethyl acetate and water and settling is allowed to take place.

Workup

  1. customIt is evaporated to dryness

Sources & evidence

ORD record
ord-0cdb44d54758404eaf35ad6906845220
Source dataset
uspto-grants-1992_07
Patent number
US05134147

Reaction notes

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