Methanol → HCID 178428396, compound

HRID 2383865Notes

Reaction equation

HRID 2383865 reaction equation
[ClH:1].O1CCOCC1.[CH3:8][C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[N:15]1[CH2:19][CH2:18][N:17]([C:20]2[CH:36]=[CH:35][C:23]3[N:24](COCC[Si](C)(C)C)[N:25]=[N:26][C:22]=3[CH:21]=2)[C:16]1=[O:37].CO>C(Cl)Cl>[ClH:1].[NH:24]1[C:23]2[CH:35]=[CH:36][C:20]([N:17]3[CH2:18][CH2:19][N:15]([C:10]4[CH:11]=[N:12][CH:13]=[CH:14][C:9]=4[CH3:8])[C:16]3=[O:37])=[CH:21][C:22]=2[N:26]=[N:25]1

Participants

5

Reactant 3

HCID 887MethanolHCID 204431481,4-Dioxane hydrochlorideHCID 68787031HCID 68787031, compound

Product 1

HCID 178428396HCID 178428396, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dioxane HCl (10 ml) was added to 1-(4-methyl-pyridin-3-yl)-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzotriazol-5-yl]-imidazolidin-2-one (I-141a: 350 mg, 0.78125 mmol) and the resulting mixture was stirred room temperature for 12 hours. The reaction was monitored by TLC (10% MeOH in DCM). The reaction mixture was concentrated and washed with ether. The solid formed was collected and dried under reduced pressure to afford 230 mg of the product (89.4% yield).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. washwashed with ether
  3. customThe solid formed
  4. customwas collected
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-3466096fa9e24e3a94e3a978018994d7
Source dataset
uspto-grants-2012_09
Patent number
US08263635B2

Reaction notes

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