N,N-dimethylformamide methanol → HCID 18982037, compound

HRID 37656Notes

Reaction equation

HRID 37656 reaction equation
[CH2:1]([N:4]([CH2:16][CH2:17][CH3:18])[C:5]1[CH2:6][S:7][C:8]2[CH:14]=[CH:13][CH:12]=[C:11](O)[C:9]=2[CH:10]=1)[CH2:2][CH3:3].CN(C)[CH:21]=[O:22].[CH3:24][OH:25]>>[CH2:1]([N:4]([CH2:16][CH2:17][CH3:18])[CH:5]1[CH2:10][C:9]2[C:8](=[CH:14][CH:13]=[CH:12][C:11]=2[C:24]([O:22][CH3:21])=[O:25])[S:7][CH2:6]1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 21901440N,N-dimethylformamide methanolHCID 67703417HCID 67703417, compound

Product 1

HCID 18982037HCID 18982037, compound

Procedure

3-Dipropylamino-5-hydroxybenzothiopyran (EP 0222 996; 620 mg, 1.6 mmol) was dissolved in 11 mL of dimethylformamide/methanol (6:2) and the solution was degassed (10mm, 22° C., 15 min). Pd(OAc)2 (11 mg) 1,3-bis-diphenyl-phosphinopropane (19 mg), and triethylamine (0.48 mL, 0.35 g) were added to the reaction mixture.

Workup

  1. customthe solution was degassed (10mm, 22° C., 15 min)
  2. additionPd(OAc)2 (11 mg) 1,3-bis-diphenyl-phosphinopropane (19 mg), and triethylamine (0.48 mL, 0.35 g) were added to the reaction mixture

Sources & evidence

ORD record
ord-460fa4901a2a4286a46c26eb8e041775
Source dataset
uspto-grants-1995_05
Patent number
US05420151

Reaction notes

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