Ammonia → HCID 9910528, compound

HRID 840378Notes

Reaction equation

HRID 840378 reaction equation
[CH3:1][CH:2]1[C:7](=S)[NH: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:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH:11]=[CH:12][C:4]=2[O:3]1.[NH3:31]>CO>[CH3:1][CH:2]1[C:7]([NH2:31])=[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:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH:11]=[CH:12][C:4]=2[O:3]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 22622988HCID 22622988, compound

Product 1

HCID 9910528HCID 9910528, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

430 mg (0.962 mmol) of 2-methyl-6-[2-(3-chlorobenzyl-tert-butyloxycarbonylamino)-ethyl]-3,4-dihydro-2H-1,4-benzoxazine-3-thione is mixed with 10 ml of a solution of ammonia in methanol (7N) and stirred overnight at room temperature. The solvent is spun off, and the residue is chromatographed on silica gel (mobile solvent: dichloromethane/isopropanol). The yield is 218.6 mg (52.9%).

Workup

  1. customthe residue is chromatographed on silica gel (mobile solvent: dichloromethane/isopropanol)

Sources & evidence

ORD record
ord-9d1477fb04a54003a567f57bdc344f27
Source dataset
uspto-grants-2002_04
Patent number
US06365736B1

Reaction notes

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