HCID 86599122, compound → HCID 11961029, compound

HRID 2116170Notes

Reaction equation

HRID 2116170 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][CH:16]=2)=[CH:4][C:3]=1[F:21]>CO.[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:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[CH:4][C:3]=1[F:21]

Participants

4

Reactant 1

HCID 86599122HCID 86599122, compound

Product 1

HCID 11961029HCID 11961029, compoundYield 109.9%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

Treatment of (±)-(4,5-difluoro-7-phenyl-2,3-dihydro-1-benzofuran-2-yl)methyl azide (0.60 g, 2.09 mmol) in methanol (40 mL) with sulfided platinum on carbon (0.15 g, 5 wt. %) generally according to the procedure described for Example 1 provided 0.60 g (96%) of (±)-(4,5-difluoro-7-phenyl-2,3-dihydro-1-benzofuran-2-yl)methylamine as a pink solid, hydrochloride salt. mp >240° C.; Anal. calcd. for C15H13F2NOHCl 0.5H2O: C, 58.74; H, 4.93; N, 4.57. Found: C, 58.6; H, 4.56; N, 4.33.

Sources & evidence

ORD record
ord-7d94cd9d6901479da221560ae31ad8c2
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

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