1-Iodopropane → HCID 22396683, compound

HRID 2307032Notes

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]C.I[CH2:26]CC>>[CH: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)([CH3:26])[CH3:2]

Participants

Reactant 2

HCID 336431-Iodopropane

HCID 22396800HCID 22396800, compound

Product 1

HCID 22396683HCID 22396683, compound

Procedure

Following the procedure for the preparation of 10-(2-propoxyphenyl)-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole and substituting 2-iodopropane for 1-iodopropane while making non-critical variations the title compound was obtained as 236 mg (56%) of a brown oil: 1H NMR (400 MHz, CDCl3) δ 7.88 (br s, 1 H), 7.36-7.26 (m, 3 H), 7.16-7.12 (m, 1 H), 7.05-7.00 (m, 2 H), 6.95 (d, J=7.2 Hz, 1 H), 4.33-4.27 (m, 1 H), 3.11-3.03 (m, 2 H), 2.96-2.94 (m, 2 H), 2.87-2.81 (m, 2 H), 2.48-2.35 (m, 2 H), 1.15-1.08 (m, 6 H); HRMS (FAB) calcd for C21H24N2O+H1: 321.1967 found 321.1949.

Sources & evidence

ORD record: ord-c08b20cc31694b0eadd5bee76bb8ebce
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06828314B2

Reaction notes

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