Beta-Nitrostyrene → HCID 53323185, compound

HRID 2106204Notes

Reaction equation

HRID 2106204 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]2[N:14]([CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH:15]=[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:10]=2[CH2:9]1)=O)(C)(C)C.C(OC(N1CCC(=O)CC1)=O)(C)(C)C.[N+](C=CC1C=CC=CC=1)([O-])=O>C(N)C1C=CC=CC=1>[CH2:23]([N:14]1[C:11]2[CH2:12][CH2:13][NH:8][CH2:9][C:10]=2[C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:15]1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 7626Beta-NitrostyreneHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 67269021HCID 67269021, compound

Product 1

HCID 53323185HCID 53323185, compound

Reagents, catalysts & solvents 1

HCID 7504BenzylamineSolvent

Procedure

1-Benzyl-3-phenyl-1,4,6,7-tetrahydro-pyrrolo[3,2-c]pyridine-5-carboxylic acid tert-butyl ester. The desired compound (380.7 mg) was prepared from 0.51 g of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, 280 μL of benzylamine, and 0.39 g of (2-nitro-vinyl)-benzene as in Example 1, Step A. MS (ESI): exact mass calculated for C25H28N2O2, 388.22; found, m/z 389.2 [M+H]+.

Sources & evidence

ORD record
ord-f131c503828445c09cfd441f3a35f59f
Source dataset
uspto-grants-2009_08
Patent number
US07579470B2

Reaction notes

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