Diisopropylethylamine → HCID 59505939, compound

HRID 1913826Notes

Reaction equation

HRID 1913826 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][CH:33]([CH3:37])[CH2:34][CH2:35]Br.C(N(C(C)C)C(C)C)C>C(#N)C>[CH3:37][CH:33]1[CH2:34][CH2:35][N: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])[CH2:31][CH2:32]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 1382581,5-Dibromo-3-methylpentaneHCID 67545575HCID 67545575, compound

Product 1

HCID 59505939HCID 59505939, 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), 1,5-dibromo-3-methylpentane (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-62a403126ea84f33a8cc6e140dc2a900
Source dataset
uspto-grants-2013_12
Patent number
US08609731B2

Reaction notes

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