1-(2-Hydroxyethyl)piperazine → HCID 21906757, compound

HRID 1246877Notes

Reaction equation

HRID 1246877 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([S:11][C:12]3[CH:17]=[CH:16][C:15]([C:18]4[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=4)=[CH:14][C:13]=3[C:24]([F:27])([F:26])[F:25])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.OC1CCNC1.[OH:34][CH2:35][CH2:36][N:37]1[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]1>>[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([S:11][C:12]3[CH:17]=[CH:16][C:15]([C:18]4[CH:19]=[CH:20][N:21]=[C:22]([N:40]5[CH2:41][CH2:42][N:37]([CH2:36][CH2:35][OH:34])[CH2:38][CH2:39]5)[CH:23]=4)=[CH:14][C:13]=3[C:24]([F:25])([F:26])[F:27])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 76771-(2-Hydroxyethyl)piperazineHCID 982104-HydroxypyrrolidineHCID 865858674-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-pyridine

Product 1

HCID 21906757HCID 21906757, compound

Procedure

The title compound was prepared according to the procedures of Example 38E, substituting compound 76 with compound 118 (0.033 g, 0.0779 mmol) and 3-hydroxypyrrolidine with 1-(2′-hydroxyethyl)piperazine. A yellow solid 137 was obtained (0.034 g, 67%). 1H-NMR (CDCl3, 400 MHz) δ 2.65–3.20 (br m, 4H), 3.24 (br m, 2H), 3.42–3.54 (m, 2H), 4.06 (br m, 2H), 4.05–4.18 (br m, 2H), 4.28–4.34 (m, 4H), 6.88 (s, 1H), 6.94 (d, J=8.4 Hz, 1H), 7.02–7.06 (m, 2H), 7.09 (d, J=2.2 Hz, 1H), 7.13 (d, J=8.0 Hz, 1H), 7.52 (d, J=7.7 Hz, 1H), 7.82 (s, 1H), 8.25 (d, J=5.9 Hz, 1H); MS (APCI) m/z 518 (M+H)+.

Sources & evidence

ORD record
ord-bcd63395b5cd43c3a6ab1a15d18a52aa
Source dataset
uspto-grants-2006_10
Patent number
US07129247B2

Reaction notes

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