4,7-Difluoro-2,3-dihydro-1H-inden-1-amine → HCID 117736897, compound

HRID 1474576Notes

Reaction equation

HRID 1474576 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:8]([F:11])=[C:7]2[C:3]=1[CH2:4][CH2:5][CH:6]2[NH2:12].[C:13]([O:17][C:18]([N-:20][S:21](N1C=CC(=[N+](C)C)C=C1)(=[O:23])=[O:22])=[O:19])([CH3:16])([CH3:15])[CH3:14]>C(Cl)Cl.CCOC(C)=O.Cl>[F:1][C:2]1[CH:10]=[CH:9][C:8]([F:11])=[C:7]2[C:3]=1[CH2:4][CH2:5][CH:6]2[NH:12][S:21]([NH:20][C:18](=[O:19])[O:17][C:13]([CH3:15])([CH3:14])[CH3:16])(=[O:22])=[O:23]

Participants

6

Reactant 2

HCID 584399044,7-Difluoro-2,3-dihydro-1H-inden-1-amineHCID 178482962HCID 178482962, compound

Product 1

HCID 117736897HCID 117736897, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 4,7-difluoro-2,3-dihydro-1H-inden-1-amine (CAS No. 625471-13-8, 1.19 g, 11.2 mmol) in DCM (50 mL) were added [(tert-Butoxy)carbonyl]{[4-(dimethyliminio)pyridin-1(4H)-yl]sulfonyl}amide (3.70 g, 12.3 mmol) and TEA (4.66 mL, 33.5 mmol) at room temperature. The resulting solution was stirred for 75 hours at room temperature. The reaction mixture was diluted with AcOEt and 1N HCl and the layers were separated. The organic layer was dried over anhydrous Na2SO4 and evaporated in vacuo to afford the title compound (3.82 g, 11.0 mmol).

Workup

  1. customthe layers were separated
  2. dry with materialThe organic layer was dried over anhydrous Na2SO4
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-9d3a9702ac064e4abd005287323ba8e3
Source dataset
uspto-grants-2015_04
Patent number
US09018260B2

Reaction notes

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