1-Chloro-N,N-2-trimethylpropenylamine → HCID 9921388, compound

HRID 584252Notes

Reaction equation

HRID 584252 reaction equation
[Cl:1]C(N(C)C)=C(C)C.[CH3:9][N:10]1[CH:14]=[C:13]([NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH:12]=[C:11]1[C:23]([OH:25])=O>>[CH3:9][N:10]1[CH:14]=[C:13]([NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH:12]=[C:11]1[C:23]([Cl:1])=[O:25]

Participants

3

Reactant 2

HCID 6407921-Chloro-N,N-2-trimethylpropenylamineHCID 27356364-[(tert-Butoxycarbonyl)amino]-1-methyl-1H-pyrrole-2-carboxylic acid

Product 1

HCID 9921388HCID 9921388, compound

Procedure

N-(1-chloro-2-methylprop-1-enyl)-N,N-dimethylamine (31 μL, 0.23 mmol) was added to a mixture of 1-methyl-4-(BOC amino)pyrrole-2-carboxylic acid (50 mg, 0.21 mmol) in CDCl3 (200 mL). After a few minutes, the 1H-NMR of the reaction mixture showed complete conversion of the acid to the acid chloride. The proton spectrum of this solution of acid chloride did not change on standing overnight at room temperature. 1H NMR (CDCl3): δ 7.35 (br s, 1H), 6.93 (d, J=2 Hz, 1H), 6.46 (br s, 1H), 3.82 (s, 3H), 1.50 (s, 9H).

Workup

  1. waitAfter a few minutes

Sources & evidence

ORD record
ord-afa3c535208a450babc46ae57d263d2a
Source dataset
uspto-grants-2005_08
Patent number
US06924396B2

Reaction notes

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