1,2-Dichloroethane → HCID 59117398, compound

HRID 2227988Notes

Reaction equation

HRID 2227988 reaction equation
[N:1]1([CH:6]([CH3:24])/[C:7](/[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:8]/[C:9]2[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][CH:10]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.Cl.C[O:41][C:42](=[O:49])[C@H:43]([CH2:45][CH2:46][S:47][CH3:48])[NH2:44].CN1CCOCC1.C([O-])(O)=O.[Na+]>CN(C=O)C>[N:1]1([CH:6]([CH3:24])/[C:7](/[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:8]/[C:9]2[CH:17]=[CH:16][C:12]([C:13]([NH:44][C@@H:43]([CH2:45][CH2:46][S:47][CH3:48])[C:42]([OH:41])=[O:49])=[O:14])=[CH:11][CH:10]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

8

Reactant 6

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 11435579L-Methionine, methyl ester, hydrochlorideHCID 70170262HCID 70170262, compound

Product 1

HCID 59117398HCID 59117398, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of product from step D (0.53 g, 1.67 mmol), EDC (0.32 g, 1.67 mmol) and HOBT(0.23 g, 1.67 mmol) was stirred in DMF (30 ml) until solution. This was then treated with L-methionine methyl ester hydrochloride (0.33 g, 1.67 mmol) and N-methylmorpholine (0.37 ml, 3.34 mmol), stirred for 18 hrs at room temperature and then treated with saturated aqueous NaHCO3. The organic phase was evaporated to give the desired starting material (0.15 g, Yield=19.5%).

Workup

  1. customThe organic phase was evaporated

Sources & evidence

ORD record
ord-18d8e890943546d58c6e80374ba594be
Source dataset
uspto-grants-2002_07
Patent number
US06414145B1

Reaction notes

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