1-Iodopropane → HCID 9967501, compound

HRID 1356345Notes

Reaction equation

[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[C:12]2[C:13]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20][C:14]=3[NH:15][C:16]=2[CH:17]=[CH:18][CH:19]=1)[CH2:2][CH3:3].I[CH2:26]CC>>[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[C:12]2[C:13]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20][C:14]=3[NH:15][C:16]=2[CH:17]=[CH:18][CH:19]=1)[CH2:2][CH2:3][CH3:26]

Participants

Reactant 2

HCID 336431-Iodopropane

HCID 22396800HCID 22396800, compound

Product 1

HCID 9967501HCID 9967501, compound

Procedure

Following the procedure for 10-(2-propoxyphenyl)-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole and substituting 1-iodo-butane for 1-iodopropane while making non-critical variations the title compound was obtained as 128 mg (50%) of a brown oil: 1H NMR (400 MHz, CDCl3) δ 7.94 (br s, 1H), 7.37-7.30 (m, 2H), 7.25 (dd, J=8.0 Hz, 0.9 Hz, 1H), 7.17-7.13 (m, 1H), 7.05-7.04 (m, 1H), 6.99 (d, J=8.2 Hz, 1H), 6.95-6.93 (m, 1H), 3.96-3.87 (m, 2H), 3.11-3.00 (m, 2H), 2.96-2.81 (m, 4H), 2.44-2.39 (m, 2H), 1.59-1.51 (m, 2H), 1.27-1.17 (m, 2H), 0.80 (t, J=7.4 Hz, 3H); HRMS (FAB) calcd for C22H26N2O+H1: 335.2123 found 335.2137.

Sources & evidence

ORD record: ord-c2d8a28257b74287969175c5d0d5d579
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06586421B2

Reaction notes

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