Dimethylformamide → HCID 56609623, compound

HRID 2230484Notes

Reaction equation

HRID 2230484 reaction equation
[CH2:1]([O:8][C:9](=[O:31])[CH2:10][N:11]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[NH:15][CH2:14][C@H:13]([NH:22][C:23](OC(C)(C)C)=[O:24])[C:12]1=[O:30])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN([CH:35]=[O:36])C.[C:37](Cl)(=O)[C:38](Cl)=O>C(Cl)Cl>[CH2:1]([O:8][C:9](=[O:31])[CH2:10][N:11]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[N:15]([CH:35]=[O:36])[CH2:14][C@H:13]([NH:22][C:23]([C:1]2[C:37]3[C:38](=[CH:21][CH:16]=[CH:17][CH:18]=3)[CH:4]=[CH:3][CH:2]=2)=[O:24])[C:12]1=[O:30])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 57313411HCID 57313411, compound2×

Product 1

HCID 56609623HCID 56609623, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

was synthesized from 600b by methods similar to those used to make 602n from 600b, using the reagent obtained from reacting DMF with 3 equiv. of oxalyl chloride in a CH2Cl2 solution as R3X, to afford 404 mg of 652.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-fa98d2bd0ad742f7b5ebb3e1bd57cc6c
Source dataset
uspto-grants-2002_07
Patent number
US06423840B1

Reaction notes

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