Tert-Butanesulfinamide → HCID 89852658, compound

HRID 1497023Notes

Reaction equation

HRID 1497023 reaction equation
[CH3:1][C:2]([S:5]([NH2:7])=[O:6])([CH3:4])[CH3:3].[F:8][C:9]([F:24])([F:23])[CH2:10][O:11][C:12]1[CH:21]=[CH:20][CH:19]=[C:18]2[C:13]=1[CH2:14][CH2:15][CH2:16][C:17]2=O>C1COCC1.C(O[Ti](OCC)(OCC)OCC)C>[CH3:1][C:2]([S@:5](/[N:7]=[C:17]1/[CH2:16][CH2:15][CH2:14][C:13]2[C:18]/1=[CH:19][CH:20]=[CH:21][C:12]=2[O:11][CH2:10][C:9]([F:8])([F:23])[F:24])=[O:6])([CH3:4])[CH3:3]

Participants

5

Reactant 2

HCID 3382465Tert-ButanesulfinamideHCID 65455389HCID 65455389, compound

Product 1

HCID 89852658HCID 89852658, compound

Reagents, catalysts & solvents 2

HCID 178477244HCID 178477244, compoundCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
75 °C

Procedure

To a stirring solution of 2-methylpropane-2-sulfinamide (339 mg, 2.79 mmol) and 5-(2,2,2-trifluoroethoxy)-3,4-dihydronaphthalen-1(2H)-one (650 mg, 2.66 mmol) in THF (3 mL) was added tetraethoxytitanium (1.10 mL, 5.32 mmol) at rt. The reaction mixture was heated at 75° C. for 14 h. The reaction mixture was cooled to give Intermediate 13A which was used directly in the next step. LCMS=3.86 min [M+1]=347 (Method B).

Workup

  1. temperatureThe reaction mixture was cooled

Sources & evidence

ORD record
ord-0b1a4138a4e846feb720953abeb48177
Source dataset
uspto-grants-2015_12
Patent number
US09199946B2

Reaction notes

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