Pyrrolidine → HCID 178450068, compound

HRID 480494Notes

Reaction equation

HRID 480494 reaction equation
[OH:1][C:2]([C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][CH:39]=1)[CH:36]=[C:35]([C:40](OC)=[O:41])[CH:34]=[CH:33]2)([C:6]1[N:7]=[CH:8][N:9](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:10]=1)[CH:3]([CH3:5])[CH3:4].OC(C1C=C2C(=CC=1)C=C(C(O)=O)C=C2)(C1N=C[N:52]([C:54]([C:67]2[CH:72]=[CH:71]C=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=1)C(C)C.N1CCCC1>>[NH:9]1[CH:10]=[C:6]([C:2]([C:30]2[CH:39]=[CH:38][C:37]3[C:32](=[CH:33][CH:34]=[C:35]([C:40]([N:52]4[CH2:54][CH2:67][CH2:72][CH2:71]4)=[O:41])[CH:36]=3)[CH:31]=2)([OH:1])[CH:3]([CH3:4])[CH3:5])[N:7]=[CH:8]1

Participants

4

Reactant 3

HCID 31268PyrrolidineHCID 187691016-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoic acidHCID 22285069methyl 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoate

Product 1

HCID 178450068HCID 178450068, compound

Procedure

In a manner to that described in Example 9-(i), methyl 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoate (2.83 g) was converted to 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoic acid, which was reacted with pyrrolidine (0.13 mL) in a similar manner as described in Example 24-(i) to give the titled compound (550 mg) as a colorless powder.

Sources & evidence

ORD record
ord-b8a2cc0aff0441feaeb947c353945dbc
Source dataset
uspto-grants-2003_11
Patent number
US06649643B1

Reaction notes

Loading…