HCID 86599124, compound → HCID 11964410, compound

HRID 2116171Notes

Reaction equation

HRID 2116171 reaction equation
[F:1][C:2]1[C:7]2[CH2:8][CH:9]([CH2:11][N:12]=[N+]=[N-])[O:10][C:6]=2[C:5]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH3:21])=[CH:4][C:3]=1[F:22]>[Pt]>[F:1][C:2]1[C:7]2[CH2:8][CH:9]([CH2:11][NH2:12])[O:10][C:6]=2[C:5]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH3:21])=[CH:4][C:3]=1[F:22]

Participants

3

Reactant 1

HCID 86599124HCID 86599124, compound

Product 1

HCID 11964410HCID 11964410, compoundYield 100.5%

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Procedure

Treatment of (±)-[4,5-difluoro-7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl azide (0.85 g, 2.82 mmol) with sulfided platinum on carbon (0.30 g, 5 wt. %) generally according to the procedure described for Example 1 gave 0.78 g (67%) of (±)-1-[4,5-difluoro-7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine as a grey solid, hydrochloride salt. mp >224-227° C.; Anal. calcd. for C16H15F2NOHCl 0.4H2O: C, 60.25; H, 5.31; N, 4.39. Found: C, 59.98; H, 5.33; N, 4.39.

Sources & evidence

ORD record
ord-22e12f04af7646f4ae984a459f2d548a
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

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