4-Methylmorpholine → N-[(2R)-2-({2-[4-(3-Buten-1-yl)-6-(dimethylamino)-1,3,5-triazin-2-yl]hydrazino}carbonyl)-7-octen-1-yl]-N-benzoxyformamide

HRID 1786116Notes

Reaction equation

HRID 1786116 reaction equation
[CH:1]([N:3]([CH2:12][C@@H:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH:21]=[CH2:22])[C:14]([OH:16])=O)[O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:2].[CH2:23]([C:27]1[N:32]=[C:31]([N:33]([CH3:35])[CH3:34])[N:30]=[C:29]([NH:36][NH2:37])[N:28]=1)[CH2:24][CH:25]=[CH2:26].CN1CCOCC1.C1C=NC2N(O)N=NC=2C=1.Cl.CN(C)CCCN=C=NCC>CN(C=O)C>[CH2:23]([C:27]1[N:32]=[C:31]([N:33]([CH3:35])[CH3:34])[N:30]=[C:29]([NH:36][NH:37][C:14]([C@H:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH:21]=[CH2:22])[CH2:12][N:3]([O:4][CH2:5][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:1]=[O:2])=[O:16])[N:28]=1)[CH2:24][CH:25]=[CH2:26]

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 181649HOAtHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 688481234-(3-Buten-1-yl)-6-(dimethylamino)-2-hydrazino-1,3,5-triazineHCID 86621282(2R)-2-({N-formyl-N-benzoxy-amino}methyl)-7-octenoic acid

Product 1

HCID 86621283N-[(2R)-2-({2-[4-(3-Buten-1-yl)-6-(dimethylamino)-1,3,5-triazin-2-yl]hydrazino}carbonyl)-7-octen-1-yl]-N-benzoxyformamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of (2R)-2-({N-formyl-N-benzoxy-amino}methyl)-7-octenoic acid (233 mg, 1.121 mmol), 4-(3-buten-1-yl)-6-(dimethylamino)-2-hydrazino-1,3,5-triazine (342 mg, 1.121 mmol), NMM (0.62 mL, 5.61 mmol) and HOAt (183 mg, 1.345 mmol) in DMF (11 mL) at room temperature was added 1-[3-(dimethylamino)-propyl]-3-ethylcarbodiimide hydrochloride (258 mg, 1.345 mmol). After stirring at room temperature overnight, the reaction mixture was then purified by HPLC to afford the title compound as a white solid. MH+496.

Workup

  1. customthe reaction mixture was then purified by HPLC

Sources & evidence

ORD record
ord-d5ad093626464c57994b39f46b92ea52
Source dataset
uspto-grants-2009_03
Patent number
US07507726B2

Reaction notes

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