Triethylamine → HCID 178525293, compound

HRID 351934Notes

Reaction equation

HRID 351934 reaction equation
[C:1]1([CH:7]([C:12]2[C:20]3[C:15](=[CH:16][C:17]([O:21][CH2:22][CH2:23][CH2:24][NH2:25])=[CH:18][CH:19]=3)[NH:14][CH:13]=2)[CH2:8][C:9]([OH:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CS[C:28]1[NH:29][CH2:30][C:31](=[O:33])[N:32]=1.C(N(CC)CC)C>C(O)C.CN(C=O)C>[C:1]1([CH:7]([C:12]2[C:20]3[C:15](=[CH:16][C:17]([O:21][CH2:22][CH2:23][CH2:24][NH:25][C:28]4[NH:29][CH2:30][C:31](=[O:33])[N:32]=4)=[CH:18][CH:19]=3)[NH:14][CH:13]=2)[CH2:8][C:9]([OH:11])=[O:10])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 22714519HCID 22714519, compoundHCID 178503564HCID 178503564, compound

Product 1

HCID 178525293HCID 178525293, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

130 mg (0.29 mmol) of 36, prepared analogously to Example 14, are stirred for 24 hours at RT with 115 mg (0.87 mmol) of 2-methylsulfanyl-1,5-dihydroimidazol-4-one and 0.12 ml (0.87 mmol) of triethylamine in a mixture of 2 ml of ethanol and 1 ml of DMF, giving 3-phenyl-3-{6-[3-(1,5-dihydroimidazol-4-on-2-ylamino)propoxy]indol-3-yl}propionic acid. Purification by preparative HPLC on RP-18 gives 3-phenyl-3-{6-[3-(1,5-dihydroimidazol-4-on-2-ylamino)propoxy]indol-3-yl}propionic acid trifluoroacetate.

Sources & evidence

ORD record
ord-37ae0cd252474666b4a76966fe4678dc
Source dataset
uspto-grants-2004_06
Patent number
US06743810B2

Reaction notes

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