Triethylamine → HCID 86649699, compound

HRID 1046790Notes

Reaction equation

HRID 1046790 reaction equation
CC[N:3](CC)CC.[CH3:8][S:9](Cl)(=[O:11])=[O:10].N[C:14]1[CH:15]=[C:16]([CH:40]=[CH:41][CH:42]=1)[CH2:17][C:18]1[C:19](=[O:39])[O:20][C:21]2[CH:31]=[C:30]([O:32][C:33](=[O:37])[N:34]([CH3:36])[CH3:35])[C:29]([Cl:38])=[CH:28][C:22]=2[C:23]=1[CH2:24][C:25](=[O:27])[NH2:26]>C(Cl)Cl>[C:25]([CH2:24][C:23]1[C:22]2[CH:28]=[C:29]([Cl:38])[C:30]([O:32][C:33](=[O:37])[N:34]([CH3:36])[CH3:35])=[CH:31][C:21]=2[O:20][C:19](=[O:39])[C:18]=1[CH:17]([NH2:3])[C:16]1[CH:40]=[CH:41][CH:42]=[C:14]([S:9]([CH3:8])(=[O:11])=[O:10])[CH:15]=1)(=[O:27])[NH2:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 59139278HCID 59139278, compound

Product 1

HCID 86649699HCID 86649699, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Et3N (13 μL, 0.093 mmol) and methanesulfonyl chloride (3.6 μL, 0.050 mmol) were added to a solution of dimethylcarbamic acid 3-(3-aminobenzyl)-4-carbamoylmethyl-6-chloro-2-oxo-2H-1-benzopyran-7-yl ester (20 mg, 0.047 mmol) in methylene chloride (1.0 mL), and the mixture was stirred at room temperature for 2 hours. The solvent was distilled away by concentration under reduced pressure, and the resultant residue was purified by column chromatography to yield the title compound (5.0 mg, 22%) as a white solid.

Workup

  1. distillationThe solvent was distilled away by concentration under reduced pressure
  2. customthe resultant residue was purified by column chromatography

Sources & evidence

ORD record
ord-c806d5470ba540dcb92e0bd82447ee86
Source dataset
uspto-grants-2013_10
Patent number
US08569378B2

Reaction notes

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