Hydrochloric Acid → HCID 67440115, compound

HRID 1471494Notes

Reaction equation

HRID 1471494 reaction equation
[C:1]([C:3]1[CH:19]=[CH:18][C:6]([O:7][C:8]2[CH:9]=[CH:10][C:11]3[B:15]([OH:16])[O:14][CH2:13][C:12]=3[CH:17]=2)=[C:5]([CH2:20][NH:21]C=O)[CH:4]=1)#[N:2].[ClH:24]>C(O)C>[ClH:24].[NH2:21][CH2:20][C:5]1[CH:4]=[C:3]([C:1]#[N:2])[CH:19]=[CH:18][C:6]=1[O:7][C:8]1[CH:9]=[CH:10][C:11]2[B:15]([OH:16])[O:14][CH2:13][C:12]=2[CH:17]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86636419HCID 86636419, compound

Product 1

HCID 67440115HCID 67440115, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 5-[4-cyano-2-(formylaminomethyl)phenoxy]-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (250 mg, 0.812 mmol) in ethanol (16 mL) was added 6 M HCl (4 mL), and the mixture was refluxed for 2 h. The solvent was removed under reduced pressure, and the residue was treated with ether to give 5-(2-aminomethyl-4-cyanophenoxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole hydrochloride (247 mg, 98%).

Workup

  1. temperaturethe mixture was refluxed for 2 h
  2. customThe solvent was removed under reduced pressure
  3. additionthe residue was treated with ether

Sources & evidence

ORD record
ord-d346b7a0ce584afb8143fe23ee705f49
Source dataset
uspto-grants-2015_04
Patent number
US09012431B2

Reaction notes

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