Dimethylformamide dimethyl acetal → 7-Cyclopropyl-2-[(dimethylamino)methylidene]-8-{[4-(trifluoromethyl)phenyl]sulfonyl}-8-azabicyclo[3.2.1]oct-6-en-3-one

HRID 2061626Notes

Reaction equation

HRID 2061626 reaction equation
[CH:1]1([C:4]2[CH:5]3[N:11]([S:12]([C:15]4[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=4)(=[O:14])=[O:13])[CH:9]([CH:10]=2)[CH2:8][C:7](=[O:25])[CH2:6]3)[CH2:3][CH2:2]1.[CH3:26][N:27]([CH:29](OC)OC)[CH3:28]>>[CH:1]1([C:4]2[CH:5]3[N:11]([S:12]([C:15]4[CH:16]=[CH:17][C:18]([C:21]([F:24])([F:22])[F:23])=[CH:19][CH:20]=4)(=[O:14])=[O:13])[CH:9]([CH2:8][C:7](=[O:25])[C:6]3=[CH:26][N:27]([CH3:29])[CH3:28])[CH:10]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 673033346-Cyclopropyl-8-(4-(trifluoromethyl)phenylsulfonyl)-8-azabicyclo[3.2.1]oct-6-en-3-one

Product 1

HCID 673028287-Cyclopropyl-2-[(dimethylamino)methylidene]-8-{[4-(trifluoromethyl)phenyl]sulfonyl}-8-azabicyclo[3.2.1]oct-6-en-3-one

Conditions

Temperature
100 °C

Procedure

6-Cyclopropyl-8-(4-(trifluoromethyl)phenylsulfonyl)-8-azabicyclo[3.2.1]oct-6-en-3-one (1.02 g, 2.74 mmol), was dissolved in DMF-DMA (6 mL) and heated to 100° C. for 4 h. The reaction mixture was concentrated under vacuum to give compound 117. MS (ESI) 427.1 (M+H)

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-67623a73e91d4909b96b39669ffa4376
Source dataset
uspto-grants-2012_10
Patent number
US08283358B2

Reaction notes

Loading…