Tert-Butylamine → HCID 58372803, compound

HRID 888516Notes

Reaction equation

HRID 888516 reaction equation
[C:1]([S:5][CH2:6][C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][C:15]=1[O:16][C:17]1[CH:22]=[C:21]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:20]=[CH:19][C:18]=1[O:29][CH3:30])[C:10](O)=[O:11])([CH3:4])([CH3:3])[CH3:2].[C:31]([NH2:35])([CH3:34])([CH3:33])[CH3:32].C(N=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1>C(Cl)Cl>[CH2:27]([O:26][C:24](=[O:25])[CH2:23][C:21]1[CH:20]=[CH:19][C:18]([O:29][CH3:30])=[C:17]([O:16][C:15]2[CH:14]=[CH:13][C:9]([C:10](=[O:11])[NH:35][C:31]([CH3:34])([CH3:33])[CH3:32])=[CH:8][C:7]=2[CH2:6][S:5][C:1]([CH3:3])([CH3:4])[CH3:2])[CH:22]=1)[CH3:28]

Participants

6

Reactant 4

HCID 6385Tert-ButylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 58372847HCID 58372847, compound

Product 1

HCID 58372803HCID 58372803, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-tert-Butylsulfanylmethyl-4-(5-ethoxycarbonylmethyl-2-methoxy-phenoxy)-benzoic acid (0.2 g, 0.46 mmol), tert-butylamine (0.15 mL, 13.9 mmol), 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (0.11 g, 0.55 mmol), and N-hydroxybenzotriazole (0.074 g, 0.55 mmol) were combined in CH2Cl2 (8 mL) and stirred overnight. The mixture was concentrated and purified by preparative HPLC to give the title compound.

Workup

  1. concentrationThe mixture was concentrated
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-259cabe92f604dbcb309ddaecc04233f
Source dataset
uspto-grants-2012_08
Patent number
US08247602B2

Reaction notes

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