(R)-4-azido-3,4-dihydro-2H-chromene-7-carbaldehyde → (R)-N-((4-Azido-3,4-dihydro-2H-chromen-7-yl)methyl)-cyclopentylamine

HRID 1431994Notes

Reaction equation

HRID 1431994 reaction equation
[N:1]([C@@H:4]1[CH2:13][CH2:12]C[C:10]2[CH:9]=[C:8]([CH2:14][N:15]3[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]3)[CH:7]=[CH:6][C:5]1=2)=[N+:2]=[N-:3].N([C@H]1C2C(=CC(C=O)=CC=2)[O:27]CC1)=[N+]=[N-]>>[N:1]([C@H:4]1[C:5]2[C:10](=[CH:9][C:8]([CH2:14][NH:15][CH:20]3[CH2:19][CH2:18][CH2:17][CH2:16]3)=[CH:7][CH:6]=2)[O:27][CH2:12][CH2:13]1)=[N+:2]=[N-:3]

Participants

3

Reactant 2

HCID 86604856(R)-4-azido-3,4-dihydro-2H-chromene-7-carbaldehydeHCID 86604857(R)-1-((5-azido-5,6,7,8-tetrahydronaphthalen-2-yl)methyl)piperidine

Product 1

HCID 86604859(R)-N-((4-Azido-3,4-dihydro-2H-chromen-7-yl)methyl)-cyclopentylamine

Procedure

Using the same procedure described for (20), and using (R)-4-azido-3,4-dihydro-2H-chromene-7-carbaldehyde afforded (R)-N-((4-Azido-3,4-dihydro-2H-chromen-7-yl)methyl)-cyclopentylamine (27) MS (m/z): 273.3 (M+H) (Calc'd for C15H20N4O−272.35).

Sources & evidence

ORD record
ord-8cbc7de5a3f44e12bc985e8588fce326
Source dataset
uspto-grants-2009_11
Patent number
US07612060B2

Reaction notes

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