Hydrochloric Acid → HCID 22623061, compound

HRID 840379Notes

Reaction equation

HRID 840379 reaction equation
[CH3:1][CH:2]1[C:7]([NH2:8])=[N:6][C:5]2[CH:9]=[C:10]([CH2:13][CH2:14][N:15]([CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=3)C(OC(C)(C)C)=O)[CH:11]=[CH:12][C:4]=2[O:3]1.[ClH:31]>O1CCOCC1>[ClH:30].[ClH:31].[CH3:1][CH:2]1[C:7]([NH2:8])=[N:6][C:5]2[CH:9]=[C:10]([CH2:13][CH2:14][NH:15][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=3)[CH:11]=[CH:12][C:4]=2[O:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 9910528HCID 9910528, compound

Product 1

HCID 22623061HCID 22623061, compoundYield 85.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

203.9 mg (0.474 mmol) of 2-methyl-3-amino-6-[2-(3-chlorobenzyl-tert-butyloxycarbonylamino)-ethyl]-2H-1,4-benzoxazine is mixed with 7 ml of an HCl in dioxane solution (4M) and stirred for three hours at room temperature. The precipitated product is suctioned off, and washed with toluene and with dichloromethane. After drying on the oil pump, 163.3 mg (85.5%) of the desired product is obtained as dihydrochloride.

Workup

  1. washwashed with toluene and with dichloromethane
  2. customAfter drying on the oil pump

Sources & evidence

ORD record
ord-95722bdb36f940bd85a7cbe22b6be8d1
Source dataset
uspto-grants-2002_04
Patent number
US06365736B1

Reaction notes

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