1-(2-CHLOROETHOXY)-3-METHOXYBENZENE → HCID 71061643, compound

HRID 1774315Notes

Reaction equation

HRID 1774315 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[CH:6]=1.[N:13]1[CH:18]=[CH:17][C:16]([C:19]2[C:20]([N:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)=[N:21][CH:22]=[CH:23][CH:24]=2)=[CH:15][CH:14]=1>>[CH3:12][O:11][C:7]1[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=1)[O:4][CH2:3][CH2:2][N:28]1[CH2:29][CH2:30][N:25]([C:20]2[C:19]([C:16]3[CH:17]=[CH:18][N:13]=[CH:14][CH:15]=3)=[CH:24][CH:23]=[CH:22][N:21]=2)[CH2:26][CH2:27]1

Participants

3

Reactant 2

HCID 122988871-(2-CHLOROETHOXY)-3-METHOXYBENZENEHCID 71061606HCID 71061606, compound

Product 1

HCID 71061643HCID 71061643, compound

Procedure

The title compound was prepared starting from 1-(2-chloroethoxy)-3-methoxybenzene and 1-[3-(4-pyridyl)-2-pyridyl]piperazine following the procedure outlined for Example 15. 1H NMR (CDCl3): δ 2.47-2.52 (m, 4H), 2.75 (t, 2H, J=5.9 Hz), 2.92 (br s, 4H), 3.77 (s, 3H), 4.05 (t, 2H, J=5.9 Hz), 6.47-6.54 (m, 3H), 7.01-7.09 (m, 2H), 7.56 (dd, 1H, J=1.9, 7.4 Hz), 7.60 (dd, 2H, J=1.7, 4.7 Hz), 8.29 (dd, 1H, J=1.9, 4.9 Hz), 8.66 (dd, 2H, J=1.7, 4.9 Hz). GC-MS m/z 391 (M+1, 1), 390 (M+, 8), 267 (35), 253 (100), 198 (10), 184 (40).

Sources & evidence

ORD record
ord-658513970a54405fac8f4b16e5afdbe2
Source dataset
uspto-grants-2016_02
Patent number
US09260400B2

Reaction notes

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