Benzene → HCID 178467708, compound

HRID 901843Notes

Reaction equation

HRID 901843 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][NH:10][C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH:18]([O:22][CH2:23][CH3:24])[C:19]([OH:21])=[O:20])=[CH:13][CH:12]=2)[C:3]2[CH:25]=[CH:26][CH:27]=[CH:28][C:2]1=2.[NH2:29][C@H:30]([C:38]([OH:40])=[O:39])[CH2:31][CH2:32][CH2:33][NH:34][C:35](=[NH:37])[NH2:36].C1C=CC=CC=1>CO.ClC(Cl)C>[NH2:29][C@H:30]([C:38]([OH:40])=[O:39])[CH2:31][CH2:32][CH2:33][NH:34][C:35](=[NH:36])[NH2:37].[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][NH:10][C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH:18]([O:22][CH2:23][CH3:24])[C:19]([OH:21])=[O:20])=[CH:13][CH:12]=2)[C:3]2[CH:25]=[CH:26][CH:27]=[CH:28][C:2]1=2

Participants

5

Reactant 3

HCID 241BenzeneHCID 10271353HCID 10271353, compoundHCID 178418600HCID 178418600, compound

Product 1

HCID 178467708HCID 178467708, compound

Reagents, catalysts & solvents 1

HCID 22036585Dichloroethane methanolSolvent

Procedure

To a solution of 3-[4-{3-(3,4-dihydro-2H-benzo[b][1,4]oxazin-4-yl)propylamino}phenyl]-2-ethoxypropanoic acid (200 mg, 1 eq, 0.52 mmol) obtained in example 2, in dry methanol:dichloroethane (10:1) (5 ml), L-arginine (90.5 mg, 1 eq, 0.52 mmol) was added and allowed to stir for 3-4 h. The solvent was reduced on rotavapour followed by benzene azeotrope. The residue was dried under high vacuum pump to yield the title compound as a free flowing solid (yield 100%), mp: 92-94° C.

Workup

  1. customThe residue was dried under high vacuum pump

Sources & evidence

ORD record
ord-5f5db49059fa45aa8ca2684df5281280
Source dataset
uspto-grants-2008_04
Patent number
US07365064B2

Reaction notes

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