Sodium Hydroxide → HCID 11239428, compound
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:10]2[CH:39]=[CH:38][C:13]([CH2:14][N:15]([C:25]3[CH:37]=[CH:36][C:28]4[O:29]C(C)(C)[O:31][C:32](=[O:33])[C:27]=4[CH:26]=3)[C:16](=[O:24])[CH2:17][CH2:18][CH:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]#[C:9][C:10]2[CH:11]=[CH:12][C:13]([CH2:14][N:15]([C:16](=[O:24])[CH2:17][CH2:18][CH:19]3[CH2:20][CH2:21][CH2:22][CH2:23]3)[C:25]3[CH:37]=[CH:36][C:28]([OH:29])=[C:27]([CH:26]=3)[C:32]([OH:33])=[O:31])=[CH:38][CH:39]=2)=[CH:6][CH:7]=1Participants
3
Procedure
The titled compound was prepared following the procedure C using N-{4-[(4-chlorophenyl)ethynyl]benzyl}-3-cyclopentyl-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)propanamide and NaOH as a white powder (95%). 1H NMR (DMSO-d6, 300 MHz) δ 7.56 (m, 2H), 7.48 (m, 5H), 7.30-7.19 (m, 3H), 6.93 (m, 1H), 4.82 (brs, 2H). 2.08-1.99 (m, 2H), 1.69-1.33 (m, 9H), 0.99-0.82 (m, 3H). HPLC, Rt: 5.76 min (Purity: 88.5%).
Sources & evidence
- ORD record
- ord-815fd4a2654a416894a8036d89467b0c
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07589232B2
Reaction notes
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