4-Amino-1-Boc-piperidine → HCID 66818454, compound

HRID 1024691Notes

Reaction equation

[C:1]([C:3]1[CH:27]=[CH:26][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH:14]=[C:15]([O:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=3)[N:16]=2)[C:11](O)=[O:12])=[CH:5][CH:4]=1)#[N:2].[C:28]([O:32][C:33]([N:35]1[CH2:40][CH2:39][CH:38]([NH2:41])[CH2:37][CH2:36]1)=[O:34])([CH3:31])([CH3:30])[CH3:29]>>[C:28]([O:32][C:33]([N:35]1[CH2:40][CH2:39][CH:38]([NH:41][C:11]([C:10]2[CH:9]=[C:8]([O:7][C:6]3[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:27][CH:26]=3)[N:16]=[C:15]([O:17][C:18]3[CH:19]=[CH:20][C:21]([C:24]#[N:25])=[CH:22][CH:23]=3)[CH:14]=2)=[O:12])[CH2:37][CH2:36]1)=[O:34])([CH3:31])([CH3:29])[CH3:30]

Participants

Reactant 2

HCID 12682914-Amino-1-Boc-piperidine

HCID 66818167HCID 66818167, compound

Product 1

HCID 66818454HCID 66818454, compoundYield 89.6%

Procedure

2,6-bis(4-Cyano phenoxy)-isonicotinic acid (0.220 g, 0.61 mmol) and 4-amino-piperidine-1-carboxylic acid tert-butyl ester (0.142 g, 0.71 mmol) were coupled using the procedure of Example 5(c) to afford 0.295 g of the required product. Percentage purity (LCMS): 59.4%, (M+1)=439.2+1 (with BOC). 1H NMR (DMSO-d6): δ 1.40 (9H, s), 1.81 (4H, m), 2.86 (4H, m), 3.82 (1H, m), 7.26 (2H, s), 7.34 (4H, d), 7.85 (4H, d), 8.64 (1H, d).

Sources & evidence

ORD record: ord-3239892f26d34cf79d823afd20f6decc
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08722930B2

Reaction notes

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