Ethyl Thioglycolate → HCID 69037797, compound

HRID 1766098Notes

Reaction equation

HRID 1766098 reaction equation
[CH3:1][CH2:2]N(C(C)C)C(C)C.[SH:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13].Cl[C:18]1[N:23]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:21]=[C:20]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([N+:36]([O-:38])=[O:37])[CH:31]=2)[C:19]=1[C:39]#[N:40]>CCO.C(Cl)Cl>[CH2:1]([N:23]1[C:18]([S:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:19]([C:39]#[N:40])[C:20]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([N+:36]([O-:38])=[O:37])[CH:31]=2)=[N:21][CH:22]1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH3:2]

Participants

6

Reactant 3

HCID 12185Ethyl ThioglycolateHCID 81531DiisopropylethylamineHCID 17954508HCID 17954508, compound

Product 1

HCID 69037797HCID 69037797, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent2×

Procedure

DIPEA (8.71 ml) was added to a stirred solution of ethyl 2-mercaptoacetate (5.15 ml) and 6-chloro-5-cyano-4-(3-nitrophenyl)-2-phenyl-pyrimidine (example 31(b), 15.8 g) in a mixture of EtOH (125 ml) and DCM (125 ml)-under a nitrogen atmosphere. After 2 h at room temperature, the mixture was diluted with DCM until complete dissolution, washed with 0.5N aq. HCl, dried (MgSO4) and concentrated under reduced pressure.

Workup

  1. washwashed with 0.5N aq. HCl
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-df733fc6fbb249969fafffe6b64eb898
Source dataset
uspto-grants-2007_06
Patent number
US07229990B2

Reaction notes

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