tert-butyl N-(4-aminobutyl)carbamate → HCID 59406772, compound

HRID 383635Notes

Reaction equation

HRID 383635 reaction equation
[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]([CH:28]=[CH:29][CH:30]=1)[CH2:10][N:11]1[C:16](=[O:17])[CH:15]=[CH:14][C:13]([C:18]2[CH:19]=[C:20](CC(O)=O)[CH:21]=[CH:22][CH:23]=2)=[N:12]1)=[O:5])[CH3:2].[C:31]([O:35][C:36]([NH:38][CH2:39][CH2:40][CH2:41][CH2:42][NH2:43])=[O:37])([CH3:34])([CH3:33])[CH3:32].CN1CC[O:48][CH2:47][CH2:46]1.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC>CN(C=O)C>[CH2:1]([O:3][C:4](=[O:5])[NH:6][C:7]1[CH:30]=[CH:29][CH:28]=[C:9]([CH2:10][N:11]2[C:16](=[O:17])[CH:15]=[CH:14][C:13]([C:18]3[CH:23]=[CH:22][C:21]([CH2:46][C:47](=[O:48])[NH:43][CH2:42][CH2:41][CH2:40][CH2:39][NH:38][C:36]([O:35][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:37])=[CH:20][CH:19]=3)=[N:12]2)[CH:8]=1)[CH3:2]

Participants

7

Reactant 5

HCID 4351tert-butyl N-(4-aminobutyl)carbamateHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 59406795HCID 59406795, compound

Product 1

HCID 59406772HCID 59406772, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.5 mmol of 3-[1-(3-ethoxycarbonylaminobenzyl)-6-oxo-1,6-dihydropyridazin-3-yl]phenylacetic acid are suspended in 2 ml of DMF, and 0.6 mmol of N-tert-butyloxycarbonyl-1,4-diaminobutane, 1 mmol of 4-methylmorpholine, 70 mg (0.5 mmol) of 1-hydroxybenzotriazole and 1 mmol of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride are added. The reaction mixture is stirred at room temperature for 24 h and purified by means of preparative HPLC.

Workup

  1. custompurified by means of preparative HPLC

Sources & evidence

ORD record
ord-aeedef547bb843dcab763cb083e5656f
Source dataset
uspto-grants-2013_02
Patent number
US08367668B2

Reaction notes

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