Hydrochloric Acid → HCID 67441061, compound

HRID 1483647Notes

Reaction equation

HRID 1483647 reaction equation
[OH:1][B:2]1[C:6]2[CH:7]=[CH:8][C:9]([O:11][C:12]3[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][C:13]=3[CH2:20][N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[CH:10][C:5]=2[CH2:4][O:3]1.[ClH:27].O1CCOCC1.C1COCC1>CCOCC>[ClH:27].[C:16]([C:15]1[CH:18]=[CH:19][C:12]([O:11][C:9]2[CH:8]=[CH:7][C:6]3[B:2]([OH:1])[O:3][CH2:4][C:5]=3[CH:10]=2)=[C:13]([CH:14]=1)[CH2:20][N:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1)#[N:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 312751,4-DioxaneHCID 67440655HCID 67440655, compound

Product 1

HCID 67441061HCID 67441061, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 4-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-5-yloxy)-3-(morpholinomethyl)benzonitrile (0.391 g, 1.12 mmol), 4 M HCl in dioxane (0.335 mL, 1.34 mmol), ether (10 mL), and THF (3 mL) were stirred at room temperature for five minutes. Filtered the precipitate and dried under reduced pressure. The solid was washed in THF and the solid was again filtered and dried under reduced pressure to give the target compound (0.258 g, 60%).

Workup

  1. filtrationFiltered the precipitate
  2. customdried under reduced pressure
  3. washThe solid was washed in THF
  4. filtrationthe solid was again filtered
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-83d1e9febed149509ced52c6917bc8ac
Source dataset
uspto-grants-2016_08
Patent number
US09416146B2

Reaction notes

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