Triethylamine → HCID 86730064, compound

HRID 2272696Notes

Reaction equation

HRID 2272696 reaction equation
[CH:1]1([NH:6][C:7]2[C:12]([NH2:13])=[CH:11][CH:10]=[CH:9][N:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.Cl[C:22](=[O:28])[C:23]([O:25][CH2:26][CH3:27])=[O:24]>ClCCl>[CH2:26]([O:25][C:23](=[O:24])[C:22]([NH:13][C:12]1[C:7]([NH:6][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:28])[CH3:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20884Ethoxalyl chlorideHCID 20956134HCID 20956134, compound

Product 1

HCID 86730064HCID 86730064, compoundYield 72.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N2-cyclopentylpyridine-2,3-diamine (C5) (1.78 g, 10.0 mmol) and triethylamine (1.52 g, 15.0 mmol) in dichloromethane (100 mL) was added ethyl chloro(oxo)acetate (1.49 g, 10.9 mmol), and the reaction mixture was stirred at room temperature for 18 hours. Removal of volatiles in vacuo afforded the crude product (2 g) as a brown solid, which was used in the next step without further purification.

Workup

  1. customRemoval of volatiles in vacuo

Sources & evidence

ORD record
ord-16768844fa62465f99bbf05c8770d661
Source dataset
uspto-grants-2015_09
Patent number
US09120788B2

Reaction notes

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