1-(2-CHLOROETHOXY)-3-METHOXYBENZENE → HCID 71061974, compound

HRID 1774314Notes

Reaction equation

HRID 1774314 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][CH:16]=[C:15]([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: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:15]3[CH:14]=[N:13][CH:18]=[CH:17][CH:16]=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 71061602HCID 71061602, compound

Product 1

HCID 71061974HCID 71061974, compound

Procedure

The title compound was prepared starting from 1-(2-chloroethoxy)-3-methoxybenzene and 1-[3-(3-pyridyl)-2-pyridyl]piperazine following the procedure outlined for Example 15. 1H NMR (CDCl3): δ 2.48 (br s, 4H), 2.77 (t, 2H, J=6.0 Hz), 2.88 (app t, 4H), 3.78 (s, 3H), 4.06 (t, 2H, J=6.0 Hz), 6.45-6.52 (m, 3H), 7.04-7.10 (m, 2H) 7.33-7.37 (m, 1H), 7.46 (dd, 1H, J=1.9, 7.4 Hz), 7.97 (dt, 1H, J=1.9, 7.7 Hz), 8.28 (dd, 1H, J=1.9, 4.9 Hz), 8.56 (dd, 1H, J=1.7, 4.9 Hz), 8.82 (d, 1H, J=1.7 Hz). GC-MS m/z 391 (M+1, 3), 390 (M+, 3), 267 (35), 253 (100), 198 (29), 184 (63).

Sources & evidence

ORD record
ord-66761e023ec74a0ebec0b36d55bd1306
Source dataset
uspto-grants-2016_02
Patent number
US09260400B2

Reaction notes

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