4-(N-Boc-amino)piperidine → 4-(4-Amino-piperidin-1-yl)-quinoline-6-carbonitrile

HRID 1511814Notes

Reaction equation

HRID 1511814 reaction equation
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[N:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.C(OC(=O)[NH:20][CH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)(C)(C)C>>[NH2:20][CH:21]1[CH2:26][CH2:25][N:24]([C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[N:13])[CH:10]=3)[N:5]=[CH:4][CH:3]=2)[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 7238334-(N-Boc-amino)piperidineHCID 115214964-Bromoquinoline-6-carbonitrile

Product 1

HCID 669546474-(4-Amino-piperidin-1-yl)-quinoline-6-carbonitrile

Procedure

Starting from 4-bromo-6-cyanoquinoline (commercial) and piperidin-4-yl-carbamic acid tert-butyl ester (commercial) the title compound was prepared according to procedure F followed by procedure E and was isolated as a yellow solid (382 mg, 69% over two steps).

Sources & evidence

ORD record
ord-3d86fd5cf75b494d92b33e10c3f2846c
Source dataset
uspto-grants-2012_07
Patent number
US08217029B2

Reaction notes

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