[3-(Benzo[b]thiophen-4-yloxy)-5-methyl-hexyl]-benzyl-methyl-amine → [3-(Benzo[b]thiophen-4-yloxy)-4-cyclohexyl-butyl]-methyl-carbamic acid tert-butyl ester

HRID 2220356Notes

Reaction equation

HRID 2220356 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]2[C:6](OC(CC(C)C)CCN(CC3C=CC=CC=3)C)=[CH:7][CH:8]=[CH:9][C:2]1=2.[C:27]([O:31][C:32](=[O:46])[N:33]([CH2:35][CH2:36][CH:37]([OH:45])[CH2:38][CH:39]1[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]1)[CH3:34])([CH3:30])([CH3:29])[CH3:28]>>[C:27]([O:31][C:32](=[O:46])[N:33]([CH2:35][CH2:36][CH:37]([O:45][C:6]1[C:3]2[CH:4]=[CH:5][S:1][C:2]=2[CH:9]=[CH:8][CH:7]=1)[CH2:38][CH:39]1[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44]1)[CH3:34])([CH3:30])([CH3:28])[CH3:29]

Participants

3

Reactant 2

HCID 10316919[3-(Benzo[b]thiophen-4-yloxy)-5-methyl-hexyl]-benzyl-methyl-amineHCID 59769577(4-Cyclohexyl-3-hydroxy-butyl)-methyl-carbamic acid tert-butyl ester

Product 1

HCID 58591173[3-(Benzo[b]thiophen-4-yloxy)-4-cyclohexyl-butyl]-methyl-carbamic acid tert-butyl ester

Procedure

Using a method similar to that for [3-(Benzo[b]thiophen-4-yloxy)-5-methyl-hexyl]-benzyl-methyl-amine, (4-cyclohexyl-3-hydroxy-butyl)-methyl-carbamic acid tert-butyl ester affords the title compound: mass spectrum (ion spray) m/z=418 (M+1); 1H NMR (CDCl3) δ 7.49-7.47 (d, 1H), 7.43-7.41 (d, 1H), 7.31-7.30 (d, 1H), 7.24 (t, 1H), 6.72 (d, 1H), 4.59-4.52 (m, 1H), 3.34-3.27 (m, 2H), 2.80 (s, 3H), 1.98-0.92 (m, 24).

Sources & evidence

ORD record
ord-c1c2ffe991324768934662fef069e018
Source dataset
uspto-grants-2008_08
Patent number
US07417064B2

Reaction notes

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