4-Methylmorpholine → HCID 59406705, compound

HRID 383639Notes

Reaction equation

HRID 383639 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].CN1CCOCC1.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.[CH2:44]([O:46][C:47](=[O:70])[NH:48][C:49]1[CH:54]=[CH:53][CH:52]=[C:51]([CH2:55][N:56]2[C:61](=[O:62])[CH:60]=[CH:59][C:58]([C:63]3[CH:68]=[CH:67][CH:66]=[C:65]([NH2:69])[CH:64]=3)=[N:57]2)[CH:50]=1)[CH3:45]>CN(C=O)C>[CH2:44]([O:46][C:47](=[O:70])[NH:48][C:49]1[CH:54]=[CH:53][CH:52]=[C:51]([CH2:55][N:56]2[C:61](=[O:62])[CH:60]=[CH:59][C:58]([C:63]3[CH:68]=[CH:67][CH:66]=[C:65]([NH:69][C:12](=[O:14])[CH2:11][CH2:10][CH2:9][NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH:64]=3)=[N:57]2)[CH:50]=1)[CH3:45]

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 2948944-(((Tert-butoxy)carbonyl)amino)butanoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 59406652HCID 59406652, compound

Product 1

HCID 59406705HCID 59406705, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

138 mg (0.68 mmol) of 4-(tert-butoxycarbonylamino)butyric acid are suspended in 2 ml of DMF, 138 μl (1.23 mmol) of 4-methylmorpholine, 86 mg (0.617 mmol) of 1-hydroxybenzotriazole and 239 mg (1.23 mmol) of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride are added. The reaction mixture is stirred at room temperature for 10 min, 274 mg (0.62 mmol) of ethyl{3-[3-(3-aminophenyl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}carbamate are subsequently added, and the mixture is stirred at room temperature for 24 h.

Workup

  1. stirringthe mixture is stirred at room temperature for 24 h.

Sources & evidence

ORD record
ord-374252cb258843749cc4a0d3e9dfd6ed
Source dataset
uspto-grants-2013_02
Patent number
US08367668B2

Reaction notes

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