Potassium Carbonate → 1-Ethyl-7-({N-(2-hydroxymethylpyridin-3-ylmethyl)-N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]amino}methyl)-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

HRID 1504152Notes

Reaction equation

HRID 1504152 reaction equation
C(=O)([O-])[O-].[K+].[K+].C([O:10][CH2:11][C:12]1[C:17]([CH2:18][N:19]([CH2:33][C:34]2[CH:51]=[CH:50][C:37]3[N:38]([CH2:48][CH3:49])[C:39](=[O:47])[C:40]([CH3:46])([CH3:45])[C:41](=[O:44])[N:42]([CH3:43])[C:36]=3[CH:35]=2)[CH2:20][CH2:21][N:22]2[CH:27]=[CH:26][C:25]3[O:28][C:29]([CH3:31])=[CH:30][C:24]=3[C:23]2=[O:32])=[CH:16][CH:15]=[CH:14][N:13]=1)(=O)C>CO>[CH2:48]([N:38]1[C:39](=[O:47])[C:40]([CH3:46])([CH3:45])[C:41](=[O:44])[N:42]([CH3:43])[C:36]2[CH:35]=[C:34]([CH2:33][N:19]([CH2:18][C:17]3[C:12]([CH2:11][OH:10])=[N:13][CH:14]=[CH:15][CH:16]=3)[CH2:20][CH2:21][N:22]3[CH:27]=[CH:26][C:25]4[O:28][C:29]([CH3:31])=[CH:30][C:24]=4[C:23]3=[O:32])[CH:51]=[CH:50][C:37]1=2)[CH3:49]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 70657385HCID 70657385, compound

Product 1

HCID 669612451-Ethyl-7-({N-(2-hydroxymethylpyridin-3-ylmethyl)-N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]amino}methyl)-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dioneYield 69.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Potassium carbonate (2.0 g) was added to a methanol solution (30 mL) of (3-((((1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-yl)methyl)(2-(2-methyl-4-oxofuro[3,2-c]pyridin-5(4H)-yl)ethyl)amino)methyl)pyridin-2-yl)methyl acetate (3.0 g) and the mixture was stirred overnight at room temperature. The resulting mixture was filtered and evaporated. The residue was purified by column-chromatography (methanol: ethyl acetate=0:100→1:9) to give the titled compound as ivory powder (1.95 g).

Workup

  1. filtrationThe resulting mixture was filtered
  2. customevaporated
  3. customThe residue was purified by column-chromatography (methanol: ethyl acetate=0:100→1:9)

Sources & evidence

ORD record
ord-e15a97ce22494a1da4c38219169465a4
Source dataset
uspto-grants-2015_12
Patent number
US09212187B2

Reaction notes

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