Thionyl Chloride → HCID 71715030, compound

HRID 1505737Notes

Reaction equation

HRID 1505737 reaction equation
[CH2:1]([CH:9]1[C:17]([C:19]([F:22])([F:21])[F:20])(O)[C:16]2[C:11]3=[C:12]([O:23][CH2:24][CH2:25][N:10]13)[CH:13]=[CH:14][CH:15]=2)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.S(Cl)(Cl)=O>N1C=CC=CC=1>[CH2:1]([C:9]1[N:10]2[CH2:25][CH2:24][O:23][C:12]3[CH:13]=[CH:14][CH:15]=[C:16]([C:17]=1[C:19]([F:22])([F:20])[F:21])[C:11]2=3)[CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 86692007HCID 86692007, compound

Product 1

HCID 71715030HCID 71715030, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 5-phenethyl-6-(trifluoromethyl)-2,3,5,6-tetrahydro-[1,4]oxazino[2,3,4-hi]indol-6-ol (208 mg, 0.60 mmol) in pyridine (3 mL) was added thionyl chloride (142 mg, 1.2 mmol) at 0° C. After stirring for 2 h at 0° C., the resulting mixture was concentrated to yield 5-phenethyl-6-(trifluoromethyl)-2,3-dihydro-[1,4]oxazino[2,3,4-hi]indole.

Workup

  1. concentrationthe resulting mixture was concentrated

Sources & evidence

ORD record
ord-c70c8be36f594e21aa4cc7f34028c429
Source dataset
uspto-grants-2015_12
Patent number
US09216998B2

Reaction notes

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