4-Iodotoluene → HCID 68426463, compound

HRID 2353254Notes

Reaction equation

[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.I[C:22]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=1>>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:15]=[CH:16][C:17]([O:20][C:22]3[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=3)=[CH:18][CH:19]=2)[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 122074-Iodotoluene

HCID 8690650HCID 8690650, compound

Product 1

HCID 68426463HCID 68426463, compoundYield 14.4%

Procedure

The title compound (103 mg, 14.3%) was prepared from 4-(4-benzyl-piperazin-1-yl)-phenol (530 mg, 2 mmol) and 1-iodo-4-methyl-benzene (430 mg, 2 mmol) by the procedures described in step 2 of Example 17: MS (ESI) m/z 359 (M+H); 1H NMR (400 MHz, CDCl3) δ 2.30 (s, 3H), 2.62 (t, J=4.8 Hz, 4H), 3.15 (t, J=4.8 Hz, 4H), 3.57 (s, 2H), 6.84-6.94 (m, 6H), 7.08 (dd, J=0.6, 8.4 Hz, 2H), 7.31-7.35 (m, 5H).

Sources & evidence

ORD record: ord-cf9b372d9daf456aac6bdb5f0d540a39
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07750012B2

Reaction notes

Loading…