HCID 53640826, compound → HCID 9846245, compound

HRID 1280823Notes

Reaction equation

HRID 1280823 reaction equation
C([O:5][C:6](=[O:37])[CH2:7][O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[C:11]([NH:33][C:34]([NH2:36])=[O:35])=[C:12]([CH2:31][CH3:32])[N:13]2[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)(C)(C)C>CO.O1CCCC1>[CH2:31]([C:12]1[N:13]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:14]2[C:10]([C:11]=1[NH:33][C:34]([NH2:36])=[O:35])=[C:9]([O:8][CH2:7][C:6]([OH:37])=[O:5])[CH:17]=[CH:16][CH:15]=2)[CH3:32]

Participants

3

Reactant 1

HCID 53640826HCID 53640826, compound

Product 1

HCID 9846245HCID 9846245, compoundYield 53.6%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

[[2-Ethyl-1-(2-phenyl-phenylmethyl)-3-ureido-1H-indol-4-yl]oxy]acetic acid tert-butyl ester (0.206 g) was treated with 5 mL of a 7:1 mixture of methanol/tetrahydrofuran at room temperature overnight. After concentrating to dryness and adding 1 mL of 1N HCl, stirring was continued at room temperature for an hour. The resulting solid was filtered off and vacuum dried to provide 0.098 g of [[2-ethyl-1-(2-phenyl-phenylmethyl)-3-ureido-1H-indol-4-yl]oxy]acetic acid.

Workup

  1. concentrationAfter concentrating to dryness
  2. additionadding 1 mL of 1N HCl
  3. waitwas continued at room temperature for an hour
  4. filtrationThe resulting solid was filtered off
  5. customvacuum dried

Sources & evidence

ORD record
ord-a8723c44c9274c8d9dc05debcc58bdfc
Source dataset
uspto-grants-2002_09
Patent number
US06451839B1

Reaction notes

Loading…