Benzylamine → HCID 56953824, compound

HRID 871108Notes

Reaction equation

HRID 871108 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:9]([O:12][CH2:13][CH3:14])(=O)C.ClC([O:18][CH2:19][CH:20](C)C)=O.C[N:24]1CCOCC1.C([O:34][CH3:35])(C)(C)C>ClCCl.O1CCCC1>[C:19]([NH:24]/[C:14](=[CH:13]\[O:12][CH3:9])/[C:35]([NH:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:34])(=[O:18])[CH3:20]

Participants

8

Reactant 5

HCID 7504BenzylamineHCID 79724-MethylmorpholineHCID 8857Ethyl AcetateHCID 15413tert-Butyl methyl etherHCID 62365Isobutyl chloroformate

Product 1

HCID 56953824HCID 56953824, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

In a particular embodiment according to the present invention, compound of formula (D′) wherein R2 and R3 are methyl, herein after referred to as (D1), is reacted with benzylamine in methyl tert-butyl ether, dichloromethane, tetrahydrofuran (THF), Me-THF, or ethyl acetate in the presence of isobutyl chloroformate and N-methylmorpholine to afford (Z)-2-acetamido-N-benzyl-3-methoxyacrylamide (A1), as shown in the following scheme 2.

Sources & evidence

ORD record
ord-484bd4113a7b4459b5fac69e89ed7480
Source dataset
uspto-grants-2015_03
Patent number
US08969620B2

Reaction notes

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