Tetramethoxypropane → HCID 59177872, compound

HRID 1875442Notes

Reaction equation

HRID 1875442 reaction equation
[NH2:1][C:2]1[NH:6][C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[N:4][C:3]=1[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[F:19].CO[CH:22](OC)[CH2:23][CH:24](OC)OC>C(O)C.CO>[F:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH2:12][C:3]1[N:4]=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]2[CH:24]=[CH:23][CH:22]=[N:1][C:2]=12

Participants

5

Reactant 2

HCID 66019TetramethoxypropaneHCID 178470227HCID 178470227, compound

Product 1

HCID 59177872HCID 59177872, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

50 mg (0.19 mmol) of ethyl 5-amino-4-(2-fluorobenzyl)-1H-imidazole-2-carboxylate from example 9A are heated in 0.5 ml of ethanol to reflux and a solution of 34 mg (0.21 mmol) of 1,1,3,3-tetramethoxypropane in 1.0 ml of methanol is added dropwise. The mixture is then stirred under reflux for 45 min. The product is purified directly by preparative HPLC. 37 mg (65% of theory) of the desired compound are obtained.

Workup

  1. temperatureto reflux
  2. temperatureunder reflux for 45 min
  3. customThe product is purified directly by preparative HPLC

Sources & evidence

ORD record
ord-0389de7160d143d695e1ad9b917de2b0
Source dataset
uspto-grants-2012_11
Patent number
US08309551B2

Reaction notes

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