Carbamic acid, 4-pyridinyl-, phenyl ester → 4-(2,2-Difluoro-benzo[1,3]dioxol-5-ylmethyl)-piperazine-1-carboxylic acid pyridin-4-ylamide

HRID 40602Notes

Reaction equation

HRID 40602 reaction equation
C1(O[C:8](=[O:16])[NH:9][C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)C=CC=CC=1.[F:17][C:18]1([F:34])[O:22][C:21]2[CH:23]=[CH:24][C:25]([CH2:27][N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[CH:26][C:20]=2[O:19]1>>[N:13]1[CH:12]=[CH:11][C:10]([NH:9][C:8]([N:31]2[CH2:32][CH2:33][N:28]([CH2:27][C:25]3[CH:24]=[CH:23][C:21]4[O:22][C:18]([F:34])([F:17])[O:19][C:20]=4[CH:26]=3)[CH2:29][CH2:30]2)=[O:16])=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 11401617Carbamic acid, 4-pyridinyl-, phenyl esterHCID 66553702Difluoromethylenedioxybenzylpiperazine

Product 1

HCID 578808494-(2,2-Difluoro-benzo[1,3]dioxol-5-ylmethyl)-piperazine-1-carboxylic acid pyridin-4-ylamide

Procedure

The title compound was prepared from pyridin-4-yl-carbamic acid phenyl ester and 1-(2,2-difluoro-benzo[1,3]dioxol-5-ylmethyl)-piperazine in analogy with Example 142. 1H NMR (400 MHz, CDCl3): 8.36-8.34 (d, J=6.8 Hz, 2H), 7.41-7.39 (d, J=5.8 Hz, 2H), 7.10 (s, 1H), 6.99 (s, 2H), 3.55-3.53 (m, 4H), 3.49 (s, 2H), 2.47-2.44 (m, 4H).

Sources & evidence

ORD record
ord-bba7aaa71d4546efb90b45a1edc6d669
Source dataset
uspto-grants-2013_09
Patent number
US08530476B2

Reaction notes

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