Furfurylamine → (E)-N-ethyl-N-(6,6-dimethyl-4-hepten-2-ynyl)-2-[2-[3-(3-thienyl)phenoxy]ethoxy]ethylamine

HRID 1464741

Reaction equation

HRID 1464741 reaction equation
C(O)C#CC=CCC.C(O)C#CC#CCC.O1C=CC=C1CN.[CH3:24][C:25]([CH3:33])([CH3:32])/[CH:26]=[CH:27]/[C:28]#[C:29][CH2:30]O.[CH2:34]([NH:36][CH2:37][CH2:38][O:39][CH2:40][CH2:41][O:42][C:43]1[CH:48]=[CH:47][CH:46]=[C:45]([C:49]2[CH:53]=[CH:52][S:51][CH:50]=2)[CH:44]=1)[CH3:35]>>[CH2:34]([N:36]([CH2:37][CH2:38][O:39][CH2:40][CH2:41][O:42][C:43]1[CH:48]=[CH:47][CH:46]=[C:45]([C:49]2[CH:53]=[CH:52][S:51][CH:50]=2)[CH:44]=1)[CH2:30][C:29]#[C:28]/[CH:27]=[CH:26]/[C:25]([CH3:33])([CH3:32])[CH3:24])[CH3:35]

Participants

6

Reactant 5

HCID 3438FurfurylamineHCID 109754312,4-Heptadiyn-1-olHCID 19917005(E)-6,6-dimethyl-4-hepten-2-yn-1-olHCID 19917042N-ethyl-2-[2-[3-(3-thienyl)phenoxy]ethoxy]ethylamineHCID 542124184-Hepten-2-yn-1-ol

Product 1

HCID 19916967(E)-N-ethyl-N-(6,6-dimethyl-4-hepten-2-ynyl)-2-[2-[3-(3-thienyl)phenoxy]ethoxy]ethylamine

Procedure

Compound of Example 46 to 49 was obtained by performing the same reaction as in Example 45 except that the corresponding 4-hepten-2-yn-1-ol or 2,4-heptadiyn-1-ol derivative, and 2-furylmethlamine derivative were used instead of the starting compound, (E)-6,6-dimethyl-4-hepten-2-yn-1-ol and N-ethyl-2-[2-[3-(3-thienyl)phenoxy]ethoxy]ethylamine, which were used in the above-mentioned reaction.

Workup

  1. customwere used in the above-mentioned reaction

Sources & evidence

ORD record
ord-217df88502bd49a4a821628e62c3a5d3
Source dataset
uspto-grants-1994_04
Patent number
US05306728

Linked notes

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