HCID 16658841, compound → HCID 16659513, compound

HRID 990954Notes

Reaction equation

HRID 990954 reaction equation
[CH2:1]([C@H:3]1[N:8]([CH2:9][C:10]([F:13])([F:12])[F:11])[C:7]2[CH:14]=[CH:15][C:16]([N+:18]([O-])=O)=[CH:17][C:6]=2[O:5][CH2:4]1)[CH3:2]>C(OCC)(=O)C.[Pd]>[NH2:18][C:16]1[CH:15]=[CH:14][C:7]2[N:8]([CH2:9][C:10]([F:13])([F:12])[F:11])[C@H:3]([CH2:1][CH3:2])[CH2:4][O:5][C:6]=2[CH:17]=1

Participants

4

Reactant 1

HCID 16658841HCID 16658841, compound

Product 1

HCID 16659513HCID 16659513, compoundYield 95.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

This compound was prepared according to General Method 4 (EXAMPLE 1) from (3R)-3-ethyl-3,4-dihydro-7-nitro-4-(2,2,2-trifluoroethyl)-2H-1,4-benzoxazine (5.6 g, 19.3 mmol) and 10% Pd/C (cat.) in 60 mL ethyl acetate to afford 4.8 g (95%) of (3R)-7-amino-3,4-dihydro-3-ethyl-4-trifluoroethyl-2H-1,4benzoxazine as a tan solid, which was carried on directly to the next step.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-61c6735f662841c69166533271ba2856
Source dataset
uspto-grants-2002_10
Patent number
US06462038B1

Reaction notes

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