5-Indanacrylic acid → 2-[4-(1H-Indol-3-yl)-cyclohexylamino]-2-[1-(trans-3-indan-5-ylprop-2-enoyl)piperidin-4-yl]-acetamide

HRID 1410529Notes

Reaction equation

HRID 1410529 reaction equation
Cl.Cl.[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH:12]2[CH2:17][CH2:16][CH:15]([NH:18][CH:19]([CH:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)[C:20]([NH2:22])=[O:21])[CH2:14][CH2:13]2)=[CH:4]1.[CH2:29]1[C:37]2[C:32](=[CH:33][C:34](/[CH:38]=[CH:39]/[C:40](O)=[O:41])=[CH:35][CH:36]=2)[CH2:31][CH2:30]1>>[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH:12]2[CH2:17][CH2:16][CH:15]([NH:18][CH:19]([CH:23]3[CH2:24][CH2:25][N:26]([C:40](=[O:41])/[CH:39]=[CH:38]/[C:34]4[CH:33]=[C:32]5[C:37](=[CH:36][CH:35]=4)[CH2:29][CH2:30][CH2:31]5)[CH2:27][CH2:28]3)[C:20]([NH2:22])=[O:21])[CH2:14][CH2:13]2)=[CH:4]1

Participants

3

Reactant 2

HCID 61836125-Indanacrylic acidHCID 677751942-[4-(1H-Indol-3-yl)-cyclohexylamino]-2-piperidin-4-yl-acetamide dihydrochloride

Product 1

HCID 573438182-[4-(1H-Indol-3-yl)-cyclohexylamino]-2-[1-(trans-3-indan-5-ylprop-2-enoyl)piperidin-4-yl]-acetamide

Procedure

The title compound was prepared from the product of Example 1, step J, and trans-3-indan-5-ylprop-2-enoic acid, by the method of Example 1, step K, giving a solid that was mostly the more polar cyclohexyl diastereomer by LCMS. Mass spectrum (LCMS, ESI pos.) calcd. for C33H40N4O2: 525 (M+H). Found: 525

Workup

  1. customgiving a solid

Sources & evidence

ORD record
ord-13c60e2ef089402db30b1d65fd5236a3
Source dataset
uspto-grants-2014_12
Patent number
US08921559B2

Reaction notes

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