Pyrrolidine → HCID 12715781, compound

HRID 711764Notes

Reaction equation

HRID 711764 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[C:5]=1[C:6]#[N:7])([O-])=O.N1[CH2:19][CH2:18][CH2:17][CH2:16]1>>[N+:12]([C:8]1[CH:9]=[CH:10][CH:11]=[C:4]([N:1]2[CH2:19][CH2:18][CH2:17][CH2:16]2)[C:5]=1[C:6]#[N:7])([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 520718Dinitrobenzonitrile

Product 1

HCID 12715781HCID 12715781, compound

Procedure

Prepared as in Example 90c from 2,6-dinitrobenzonitrile and pyrrolidin to give 2-nitro-6-(pyrrolidin-1-yl)benzonitrile which was used in the next step without any further purification. 1H NMR (400 MHz, DMSO-d6) δ 1.97-1.94 (m, 4H), 3.60-3.57 (m, 4H), 7.22 (d, J=8.0 Hz, 1H), 7.41 (d, J=6.8 Hz, 1H), 7.58 (t, J=8.0 Hz, 1H). MS 218 (MH+).

Sources & evidence

ORD record
ord-3a892d4a83de4f87b49083d04d99f942
Source dataset
uspto-grants-2015_11
Patent number
US09181276B2

Reaction notes

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