Potassium Bromide → 4-(Pyrazin-2-yl)-piperazine-1-carboxylic acid 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl Ester

HRID 1179961Notes

Reaction equation

HRID 1179961 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][N:13]=2)=[CH:7][CH:6]=1)=[O:3].[N:22]1[CH:27]=[CH:26][N:25]=[CH:24][C:23]=1[N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1.[K+].[Br-]>>[F:19][C:18]([F:21])([F:20])[C:15]1[CH:16]=[CH:17][C:12]([O:11][C:8]2[CH:9]=[CH:10][C:5]([O:4][C:2]([N:31]3[CH2:32][CH2:33][N:28]([C:23]4[CH:24]=[N:25][CH:26]=[CH:27][N:22]=4)[CH2:29][CH2:30]3)=[O:3])=[CH:6][CH:7]=2)=[N:13][CH:14]=1

Participants

4

Reactant 3

HCID 253877Potassium BromideHCID 27346391-PiperazinylpyrazineHCID 220477624-(5-Trifluoromethylpyridin-2-yloxy)-phenyl chloroformate

Product 1

HCID 695193884-(Pyrazin-2-yl)-piperazine-1-carboxylic acid 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl Ester

Procedure

The title compound was prepared from 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl chloroformate and 1-(pyrazin-2-yl)-piperazine White crystals, m.p. 160-161° C.; HPLC-MS: m/z=446 (M+1) at Rt=4.0 min.; 1H NMR (DMSO-d6): δ 8.60-8.57 (m, 1H), 8.39-8.36 (m, 1H), 8.27-8.22 (dd-like, 1H), 8.14-8.11 (m, 1H) 7.91-7.87 (d-like, 1H), 7.29-7.21 (m, 5H), 3.80-3.64 (br, 6H), 3.64-3.50 (br, 2H); IR (KBr): ν 1737, 1714 (C═O) cm−1.

Sources & evidence

ORD record
ord-023b4b0ccfcd4822a44e25b699e7ad74
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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