Beta-Nitrostyrene → HCID 53320866, compound

HRID 2106203Notes

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][C:27]([Cl:30])=[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.ClC1C=CC=CC=1CN.[N+](C=CC1C=CC=CC=1)([O-])=O>>[Cl:30][C:27]1[CH:26]=[CH:25][C:24]([CH2:23][N:14]2[C:11]3[CH2:12][CH2:13][NH:8][CH2:9][C:10]=3[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:15]2)=[CH:29][CH:28]=1

Participants

Reactant 4

HCID 7626Beta-Nitrostyrene

HCID 666482-Chlorobenzylamine

HCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

HCID 67269814HCID 67269814, compound

Product 1

HCID 53320866HCID 53320866, compound

Procedure

1-(4-Chloro-benzyl)-3-phenyl-1,4,6,7-tetrahydro-pyrrolo[3,2-c]pyridine-5-carboxylic acid tert-butyl ester. The desired compound (405.6 mg) was prepared from 0.53 g of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, 334 μL of 2-chlorobenzylamine, and 0.34 g of (2-nitro-vinyl)-benzene as in Example 1, Step A. MS (ESI): exact mass calculated for C25H27ClN2O2, 422.18; found, m/z 423.2 [M+H]+.

Sources & evidence

ORD record: ord-1ed13a90d300425db3dece57014a00b8
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07579470B2

Reaction notes

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