1,3-Dichloro-2-butene → (6-benzoyl-2-pyridyl)methyl 2-[N-(2-chloro-2-propenyl)amino]-3-methylbutanoate

HRID 2287241

Reaction equation

HRID 2287241 reaction equation
[NH2:1][CH:2]([CH:21]([CH3:23])[CH3:22])[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13](=[O:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:8]=1)=[O:4].[Cl:24][C:25](=[CH2:28])[CH2:26]Br.[Cl:29][C:30]([CH3:34])=[CH:31][CH2:32]Cl>>[Cl:24][C:25](=[CH2:26])[CH2:28][NH:1][CH:2]([CH:21]([CH3:23])[CH3:22])[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13](=[O:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:8]=1)=[O:4].[Cl:29][C:30]([CH3:34])=[CH:31][CH2:32][NH:1][CH:2]([CH:21]([CH3:23])[CH3:22])[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13](=[O:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:8]=1)=[O:4]

Participants

5

Reactant 3

HCID 135561,3-Dichloro-2-buteneHCID 2351213-Bromo-2-chloroprop-1-eneHCID 20461184(6-Benzoyl-2-pyridyl)methyl 2-amino-3-methylbutanoate

Product 2

HCID 20461185(6-benzoyl-2-pyridyl)methyl 2-[N-(2-chloro-2-propenyl)amino]-3-methylbutanoateHCID 54537610(6-benzoyl-2-pyridyl)methyl 2-[N-(3-chloro-2-butenyl)amino]-3-methylbutanoate

Procedure

Using the method of Example 2, (6-benzoyl-2-pyridyl)methyl 2-amino-3-methylbutanoate is reacted with each of 2-chloro-2-propen-1-yl bromide and 3-chloro-2-buten-1-yl chloride to yield (6-benzoyl-2-pyridyl)methyl 2-[N-(2-chloro-2-propenyl)amino]-3-methylbutanoate and (6-benzoyl-2-pyridyl)methyl 2-[N-(3-chloro-2-butenyl)amino]-3-methylbutanoate.

Sources & evidence

ORD record
ord-6d863dbe62ea4516b70399dd6f419279
Source dataset
uspto-grants-1981_05
Patent number
US04269981

Linked notes

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