Triethylamine → HCID 59966803, compound

HRID 1497709Notes

Reaction equation

HRID 1497709 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:18]CN=C=NCCCN(C)C.Cl.C1C=C[C:33]2[N:38]([OH:39])N=NC=2C=1.C(N(CC)CC)C>C(#N)C.CCOC(C)=O.CCCCCC>[C:1]([O:5][C:6](=[O:7])[NH:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11](=[O:13])[N:38]([O:39][CH3:18])[CH3:33])([CH3:2])([CH3:3])[CH3:4]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 4087778Boc-2-Abz-OH

Product 1

HCID 59966803HCID 59966803, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 21226206Ethyl acetate hexaneSolvent

Procedure

To the stirred solution of 2-tert-Butoxycarbonylamino-benzoic acid in acetonitrile (20 ml) is added N,O-hydroxylaminehydrochloride, EDC.HCl (1.520 g, 7.929 mmol), HOBT (1.300 g, 8.497 mmol) and triethylamine (2.500 g, 24.752 mmol) is stirred at room temperature for 40 mins. The progress of the reaction is monitored by TLC (30% EtOAc/Hexane).

Sources & evidence

ORD record
ord-c94972cd641244708f461b097b1c64aa
Source dataset
uspto-grants-2015_12
Patent number
US09199988B2

Reaction notes

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