HCID 57899137, compound → HCID 24829102, compound

HRID 2406001Notes

Reaction equation

HRID 2406001 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:26][N:27]3C(=O)C4C(=CC=CC=4)C3=O)[CH2:13][CH2:12][N:11]([C:14]3[C:19](C(O)=O)=[CH:18][N:17]=[C:16]4[NH:23][CH:24]=[CH:25][C:15]=34)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:26][NH2:27])[CH2:9][CH2:10][N:11]([C:14]3[CH:19]=[CH:18][N:17]=[C:16]4[NH:23][CH:24]=[CH:25][C:15]=34)[CH2:12][CH2:13]2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 57899137HCID 57899137, compound

Product 1

HCID 24829102HCID 24829102, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of crude 4-[4-(4-chlorophenyl)-4-(1,3-dioxo-1,3-dihydroisoindol-2-ylmethyl)-piperidin-1-yl]-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (12.8 mg, 0.025 mmol) and water (1 mL) was irradiated in a microwave reactor (250 W) for 2 hrs at 180° C. The resulting suspension was filtered and the filtrate was concentrated. Preparative TLC gave the product (4 mg, 47%). LC-MS (LCT2) m/z 342 [M+H+], Rt 2.19 min.

Workup

  1. customwas irradiated in a microwave reactor (250 W) for 2 hrs at 180° C
  2. filtrationThe resulting suspension was filtered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-c4810e00e3014c43817c65ae279c749e
Source dataset
uspto-grants-2014_08
Patent number
US08809336B2

Reaction notes

Loading…