HCID 67188560, compound → HCID 67187125, compound

HRID 735935Notes

Reaction equation

HRID 735935 reaction equation
[CH2:1]([O:3][C:4](=[O:40])[C:5]([N:7]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]#[C:27][C:28]2[CH:33]=[CH:32][C:31]([CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])=[CH:30][CH:29]=2)=[CH:22][CH:21]=1)[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=1)=[O:6])[CH3:2]>CCOC(C)=O>[CH2:1]([O:3][C:4](=[O:40])[C:5]([N:7]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]2[CH:29]=[CH:30][C:31]([CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])=[CH:32][CH:33]=2)=[CH:22][CH:21]=1)[CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]([F:16])([F:17])[F:18])=[CH:13][CH:14]=1)=[O:6])[CH3:2]

Participants

3

Reactant 1

HCID 67188560HCID 67188560, compound

Product 1

HCID 67187125HCID 67187125, compoundYield 94%

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-[(4-hexylphenyl)ethynyl]benzyl}[4-(trifluoromethyl)benzyl]amino}(oxo)acetate in EtOAc gave the title compound as a colorless oil (94%). 1H NMR (CDCl3, 300 MHz) δ 7.64 (d, 0.8H, J=8.1 Hz), 7.60 (d, 1.2H, J=8.1 Hz), 7.39 (d, 0.8H, J=8.1 Hz), 7.33 (d, 1.2H, J=8.1 Hz), 7.18 (m, 4H), 7.11 (s, 4H), 4.54 (s, 1.2H), 4.49 (s, 0.8H), 4.42-4.30 (m, 4H), 2.90 (m, 4H), 2.59 (t, 2H, J=7.8 Hz), 1.61 (m, 2H), 1.39-1.30 (m, 9H), 0.89 (t, 3H, J=6.8 Hz). M−(LC/MS(ESI)): 552; M+(LC/MS(ESI)): 554. HPLC (Condition A), Rt: 6.46 min (HPLC purity: 99.2%).

Workup

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

Sources & evidence

ORD record
ord-ff69613964db4777b30b76a5cac39481
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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