Ethanol → HCID 66893306, compound

HRID 1947130Notes

Reaction equation

HRID 1947130 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([NH:10][C:11]([C:13]2[N:25]([CH3:26])[C:24]3[C:23]4[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=4[N:17]([CH2:27][C:28](=[O:35])[C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[C:16](=[O:36])[C:15]=3[C:14]=2[O:37][CH3:38])=[O:12])[CH2:6][CH2:5]1.C(O)C.C(OC(=O)C)C.[ClH:48]>C(OCC)(=O)C>[ClH:48].[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([NH:10][C:11]([C:13]2[N:25]([CH3:26])[C:24]3[C:23]4[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=4[N:17]([CH2:27][C:28](=[O:35])[C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=4)[C:16](=[O:36])[C:15]=3[C:14]=2[O:37][CH3:38])=[O:12])[CH2:6][CH2:5]1

Participants

5

Reactant 3

HCID 702EthanolHCID 21866389Hydrogen chloride-ethyl acetateHCID 44226452HCID 44226452, compound

Product 1

HCID 66893306HCID 66893306, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of the compound of Example 79 (150 mg, 0.290 mmol) in ethyl acetate (4 mL)/ethanol (6 mL) was added 4N hydrogen chloride ethyl acetate solution (80.0 μL). The precipitate was collected by filtration, washed with ethyl acetate, and dried under reduced pressure to give the title compound (72 mg, 45%) as a white powder.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with ethyl acetate
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-e0bf4d6d3bf34a1e9779571f223d6dac
Source dataset
uspto-grants-2013_03
Patent number
US08399449B2

Reaction notes

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