HCID 57554555, compound → HCID 11664508, compound

HRID 551957Notes

Reaction equation

HRID 551957 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:33]=[CH:32][C:16]([CH2:17][N:18]([CH2:30][CH3:31])[C:19]3[CH:20]=[CH:21][C:22]([F:29])=[C:23]([CH:28]=3)[C:24]([O:26]C)=[O:25])=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]>CCO>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]#[C:12][C:13]2[CH:33]=[CH:32][C:16]([CH2:17][N:18]([CH2:30][CH3:31])[C:19]3[CH:20]=[CH:21][C:22]([F:29])=[C:23]([CH:28]=3)[C:24]([OH:26])=[O:25])=[CH:15][CH:14]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 57554555HCID 57554555, compound

Product 1

HCID 11664508HCID 11664508, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound was prepared following the procedure described in Example 23 step c) using methyl 5-({4-[(4-butylphenyl)ethynyl]benzyl}(ethyl)amino)-2-fluorobenzoate (293 mg, 0.66 mmol) in EtOH. The title compound was obtained as a white powder (258 mg, 91%). HPLC, Rt: 5.0 min (purity: 99.2%). LC/MS, M−(ESI): 428.0. 1H NMR (CDCl3) δ: 7.48 (d, J=7.9 Hz, 2H), 7.44 (d, J=7.9 Hz, 2H), 7.32 (m, 1H), 7.22 (d, J=7.9 Hz, 2H), 7.16 (d, J=7.9 Hz, 2H), 6.99 (dd, J=10.2, 9.4 Hz, 1H), 6.84 (m, 1H), 4.51 (s, 2H), 3.50 (q, J=6.8 Hz, 2H), 2.62 (t, J=7.6 Hz, 2H), 1.61 (m, 2H), 1.36 (m, 2H), 1.22 (t, J=6.8 Hz, 3H), 0.93 (t, J=7.4 Hz, 3H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-5f7765f208b944d9925d1faa1d3273fe
Source dataset
uspto-grants-2011_05
Patent number
US07947851B2

Reaction notes

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