Tetrahydrofuran → HCID 19968176, compound

HRID 975972Notes

Reaction equation

HRID 975972 reaction equation
[NH2:1][CH2:2][C:3]([N:5]1[CH:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:15][CH2:14][CH:6]1[C:7]([NH:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])=[O:4].O1[CH2:27][CH2:26][CH2:25][CH2:24]1>CC1C=C(N=C=O)C=CC=1.C(#N)C>[C:10]([NH:9][C:7](=[O:8])[CH:6]1[CH2:14][CH2:15][CH:16]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:5]1[C:3](=[O:4])[CH2:2][NH:1][C:3]([NH:5][C:6]1[CH:14]=[CH:27][CH:26]=[C:25]([CH3:24])[CH:7]=1)=[O:4])([CH3:13])([CH3:12])[CH3:11]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 19967954HCID 19967954, compound

Product 1

HCID 19968176HCID 19968176, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 69303m-Tolyl isocyanateSolvent

Procedure

By proceeding in a fashion similar to that described in Example 2, but starting from 1.9 g of (2RS,5SR)-1-(2-aminoacetyl)-5-phenyl-N-tert-butylprolinamide in solution in 20 cm3 of anhydrous tetrahydrofuran and 0.82 cm3 of 3-methylphenyl isocyanate, after recrystallistion in acetonitrile, 0.7 g of (2RS,5SR)-N-tert-butyl-1-[3-(3-methylphenyl)ureidoacetyl]-5-phenylprolinamide, melting at 169° C., is obtained.

Sources & evidence

ORD record
ord-c5f153e4edc8483385e2e98c2c54fa9a
Source dataset
uspto-grants-1997_03
Patent number
US05610144

Reaction notes

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