Benzaldehyde → HCID 68824283, compound

HRID 2383271Notes

Reaction equation

HRID 2383271 reaction equation
[CH3:1][N:2]1[CH2:14][CH2:13][C:12]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][C:10]=3[N+]([O-])=O)[NH:5][C:4]=2[CH2:3]1.C(N1CCC2[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([N+]([O-])=O)[CH:28]=3)NC=2C1)C.FC(F)(F)CN1CCC2C3C(=CC=C([N+:52]([O-:54])=[O:53])C=3)NC=2C1.C(N1CCC2C3C(=CC=C([N+]([O-])=O)C=3)NC=2C1)CC.C(N1CCC2C3C(=CC=C([N+]([O-])=O)C=3)NC=2C1)(C)C.CN1CCC2C3C(=CC([N+]([O-])=O)=CC=3)NC=2C1.CN1CCC2C3C(=C([N+]([O-])=O)C=CC=3)NC=2C1.C(=O)C1C=CC=CC=1>>[CH3:1][N:2]1[CH2:14][CH2:13][C:12]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([N+:52]([O-:54])=[O:53])[CH:10]=3)[NH:5][C:4]=2[CH:3]1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

9

Reactant 8

HCID 240BenzaldehydeHCID 68822055HCID 68822055, compoundHCID 68822070HCID 68822070, compoundHCID 68822609HCID 68822609, compoundHCID 68822689HCID 68822689, compoundHCID 68823421HCID 68823421, compoundHCID 68823981HCID 68823981, compoundHCID 68827373HCID 68827373, compound

Product 1

HCID 68824283HCID 68824283, compound

Procedure

Using essentially the same general procedure described for description 1 with minor changes, compounds 2-methyl-5-nitro-2,3,4,9-tetrahydro-1H-β-carboline, 2-ethyl-6-nitro-2,3,4,9-tetrahydro-1H-β-carboline, 2-(2,2,2-trifluoroethyl)-6-nitro-2,3,4,9-tetrahydro-1H-β-carboline, 2-propyl-6-nitro-2,3,4,9-tetrahydro-1H-β-carboline, 2-isopropyl-6-nitro-2,3,4,9-tetrahydro-1H-β-carboline, 2-methyl-7-nitro-2,3,4,9-tetrahydro-1H-β-carboline, and 2-methyl-8-nitro-2,3,4,9-tetrahydro-1H-β-carboline, were also prepared. Also, compound 2-methyl-6-nitro-1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline was prepared using the same general procedure but with benzaldehyde instead of formaldehyde.

Workup

  1. customwere also prepared

Sources & evidence

ORD record
ord-6d09042d4676491cb440ffc3b2ddcc8e
Source dataset
uspto-grants-2012_09
Patent number
US08263609B2

Reaction notes

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