4-(2,5-Dimethyl-1H-pyrrol-1-yl)benzaldehyde → HCID 58762772, compound

HRID 1453163Notes

Reaction equation

HRID 1453163 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][C:12]2([CH:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)[O:17][C:16](=[O:18])[CH2:15][C:14](=[O:19])[CH2:13]2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[CH3:25][C:26]1[N:27]([C:32]2[CH:39]=[CH:38][C:35]([CH:36]=O)=[CH:34][CH:33]=2)[C:28]([CH3:31])=[CH:29][CH:30]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][C:12]2([CH:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)[O:17][C:16](=[O:18])[C:15]([CH2:36][C:35]3[CH:34]=[CH:33][C:32]([N:27]4[C:28]([CH3:31])=[CH:29][CH:30]=[C:26]4[CH3:25])=[CH:39][CH:38]=3)=[C:14]([OH:19])[CH2:13]2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

Participants

3

Reactant 2

HCID 27645504-(2,5-Dimethyl-1H-pyrrol-1-yl)benzaldehydeHCID 160761096-(3-chloro-4-methoxyphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dione

Product 1

HCID 58762772HCID 58762772, compound

Procedure

The title compound was prepared by coupling 6-[2-(3-Chloro-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione to 4-(2,5-Dimethyl-pyrrol-1-yl)-benzaldehyde using the Me2NHBH3 method described in the synthesis of Example B(31). 1H NMR (DMSO-d6): δ 1.32-1.66 (br m, 8H), 1.89 (m, 2H), 1.90 (s, 6H), 2.30 (m, 1H), 2.52 (m, 2H), 2.61 (d, 1H, J=17.7 Hz), 2.79 (d, 1H, J=17.7 Hz), 3.57 (d, 1H, J=14.4 Hz), 3.65 (d, 1H, J=14.4 Hz), 3.80 (s, 3H), 5.77 (s, 2H), 7.01 (t, 1H, J=8.6 Hz), 7.10 (t, 1H, J=8.4 Hz), 7.10 (d, 2H, J=8.3 Hz), 7.21 (s, 1H), 7.31 (d, 2H, J=8.1 Hz), 10.91 (s, 1H) Anal. Calcd. For C32H36N0O4Cl.0.5H2O: C, 70.77; H, 6.887; N, 2.58. Found: C, 70.92; H, 6.79; N, 2.54.

Sources & evidence

ORD record
ord-02e1d3937fc54498a23689ec08b2270c
Source dataset
uspto-grants-2009_01
Patent number
US07473790B2

Reaction notes

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