Tert-Butylamine → HCID 58372803, compound

HRID 656769Notes

Reaction equation

HRID 656769 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 (0.1 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-5267515fcae84f3590d47148f6739710
Source dataset
uspto-grants-2011_12
Patent number
US08071807B2

Reaction notes

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