HCID 69003530, compound → HCID 67186403, compound

HRID 735927Notes

Reaction equation

HRID 735927 reaction equation
[C:1]([C:13]1[CH:38]=[CH:37][C:16]([CH2:17][N:18]([C:30](=[O:36])[C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:19][C:20]2[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][CH:21]=2)=[CH:15][CH:14]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>CCOC(C)=O>[CH2:34]([O:33][C:31](=[O:32])[C:30]([N:18]([CH2:17][C:16]1[CH:15]=[CH:14][C:13]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:38][CH:37]=1)[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]([F:27])([F:28])[F:29])=[CH:22][CH:21]=1)=[O:36])[CH3:35]

Participants

3

Reactant 1

HCID 69003530HCID 69003530, compound

Product 1

HCID 67186403HCID 67186403, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The same procedure as employed in the preparation of Example 1 (step c) but using ethyl {(4-dodec-1-ynylbenzyl)[4-(trifluoromethyl)benzyl]amino}(oxo)acetate in EtOAc gave the title compound as a colorless oil (95%). 1H NMR (CDCl3, 300 MHz) δ 7.63 (d, 0.7H, J=8.2 Hz), 7.60 (d, 1.3H, J=8.1 Hz), 7.39 (d, 0.7H, J=8.2 Hz), 7.33 (d, 1.3H, J=8.1 Hz), 7.15 (m, 4H), 4.54 (s, 1.3H), 4.48 (s, 0.7H), 4.41-4.30 (m, 4H), 2.61 (m, 2H), 1.61 (m, 2H), 1.38-1.27 (m, 2H), 0.89 (t, 3H, J=6.7 Hz). HPLC (Condition A), Rt: 7.24 min (HPLC purity: 99.5%).

Workup

  1. customThe same procedure as employed in the preparation of Example 1 (step c)

Sources & evidence

ORD record
ord-91474f938ce448d3a6d389906d124d48
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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