tert-Butyl piperazine-1-carboxylate → HCID 66818611, compound

HRID 1024713Notes

Reaction equation

HRID 1024713 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:9][C:10]2[CH:11]=[C:12]([CH:16]=[C:17]([O:19][C:20]3[CH:25]=[CH:24][C:23]([C:26]#[N:27])=[CH:22][N:21]=3)[CH:18]=2)[C:13]([OH:15])=O)=[N:7][CH:8]=1)#[N:2].[C:28]([O:32][C:33]([N:35]1[CH2:40][CH2:39][NH:38][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][N:38]([C:13](=[O:15])[C:12]2[CH:16]=[C:17]([O:19][C:20]3[CH:25]=[CH:24][C:23]([C:26]#[N:27])=[CH:22][N:21]=3)[CH:18]=[C:10]([O:9][C:6]3[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][N:7]=3)[CH:11]=2)[CH2:37][CH2:36]1)=[O:34])([CH3:31])([CH3:29])[CH3:30]

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 66818067HCID 66818067, compound

Product 1

HCID 66818611HCID 66818611, compoundYield 62.5%

Procedure

Following the procedure of Example 5(c) 3,5-bis-(5-cyano-pyridin-2-yloxy)-benzoic acid 0.6 g (1.67 mmol) and piperazine-1-carboxylic acid tert-butyl ester (0.31 g, 1.67 mmol) were used to afford 0.55 g of the required product. 1HNMR (DMSO-d6): δ 1.42 (9H, s), 3.45 (6H, m), 3.56 (2H, m), 7.20 (2H, d), 7.27 (1H, t), 7.32 (2H, d), 8.37 (2H, dd), 8.70 (2H, d).

Sources & evidence

ORD record
ord-69ced97fd0f74e0e885db43b60649a8c
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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