Triethylamine → HCID 86755649, compound

HRID 1871970Notes

Reaction equation

HRID 1871970 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH2:2][SH:3].[Cl:7][C:8]1[N:13]=[C:12](Cl)[C:11]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][C:22]([O:24][CH3:25])=[O:23])=[CH:17][CH:16]=2)=[CH:10][N:9]=1.C(N(CC)CC)C>O1CCCC1>[Cl:7][C:8]1[N:9]=[C:10]([S:3][CH2:2][C:1]([O:5][CH3:6])=[O:4])[C:11]([C:15]2[CH:16]=[CH:17][C:18]([CH2:21][C:22]([O:24][CH3:25])=[O:23])=[CH:19][CH:20]=2)=[CH:12][N:13]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 16907Methyl ThioglycolateHCID 86755650Methyl 4-(2,4-dichloro-5-pyrimidinyl)benzeneacetate

Product 1

HCID 86755649HCID 86755649, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl thioglycolate (0.18 ml) was added to a solution of the product from step (iii) (0.6 g) and triethylamine (0.56 ml) in tetrahydrofuran (10 ml) at room temperature. The mixture was stirred for 4 hours and partitioned between ethyl acetate and water. The organic phase was dried (MgSO4) and evaporated. Purification was by chromatography eluting with 20-30% ethyl acetate in isohexane. Yield 0.7 g.

Workup

  1. custompartitioned between ethyl acetate and water
  2. dry with materialThe organic phase was dried (MgSO4)
  3. customevaporated
  4. customPurification
  5. washeluting with 20-30% ethyl acetate in isohexane

Sources & evidence

ORD record
ord-d44c0a7cb2e4499c942e5428fcf7b81f
Source dataset
uspto-grants-2000_08
Patent number
US06107297

Reaction notes

Loading…