1,6-Dibromohexane → HCID 59505827, compound

HRID 1913827Notes

Reaction equation

HRID 1913827 reaction equation
[NH2:1][C@@H:2]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH2:10][C@@H:9]([NH:14][C:15](=[O:29])[C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][C@@H:24]3[CH2:28][CH2:27][CH2:26][O:25]3)=[CH:18][CH:17]=1)[CH2:8][CH2:7]2)[CH3:3].Br[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]Br.C(N(C(C)C)C(C)C)C>C(#N)C>[N:1]1([C@@H:2]([C:4]2[CH:5]=[C:6]3[C:11](=[CH:12][CH:13]=2)[CH2:10][C@@H:9]([NH:14][C:15](=[O:29])[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23][C@@H:24]4[CH2:28][CH2:27][CH2:26][O:25]4)=[CH:18][CH:17]=2)[CH2:8][CH2:7]3)[CH3:3])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1

Participants

5

Reactant 3

HCID 123681,6-DibromohexaneHCID 81531DiisopropylethylamineHCID 67545575HCID 67545575, compound

Product 1

HCID 59505827HCID 59505827, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of N-[(S)-6-((R)-1-aminoethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzamide (50 mg), 1,6-dibromohexane (31 mg), ethyldiisopropylamine (0.10 ml) and acetonitrile (1 ml) was heated to 40° C. for 8 hours. The cooled reaction mixture was concentrated and the residue was purified by preparative HPLC. The product was thus obtained with the molecular weight of 476.66 (C30H40N2O3); MS (ESI): 477 (M+H+).

Workup

  1. customThe cooled reaction mixture
  2. concentrationwas concentrated
  3. customthe residue was purified by preparative HPLC
  4. customThe product was thus obtained with the molecular weight of 476.66 (C30H40N2O3)

Sources & evidence

ORD record
ord-409df806a3c143fa9c14288926ce31d2
Source dataset
uspto-grants-2013_12
Patent number
US08609731B2

Reaction notes

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