HCID 86715162, compound → HCID 86717658, compound

HRID 2200852Notes

Reaction equation

HRID 2200852 reaction equation
[CH:1]([NH:4][C:5](=[O:9])[O:6][CH2:7][I:8])([CH3:3])[CH3:2].[C:10]([O:18][CH2:19][N:20]1[C:25](=[O:26])[CH2:24][CH2:23][CH:22]([N:27]2[CH2:35][C:34]3[C:29](=[CH:30][CH:31]=[CH:32][C:33]=3[NH2:36])[C:28]2=[O:37])[C:21]1=[O:38])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[N:13][CH:12]=1>C(Cl)Cl>[I-:8].[NH2:36][C:33]1[CH:32]=[CH:31][CH:30]=[C:29]2[C:34]=1[CH2:35][N:27]([CH:22]1[CH2:23][CH2:24][C:25](=[O:26])[N:20]([CH2:19][O:18][C:10]([C:11]3[CH:12]=[N+:13]([CH2:7][O:6][C:5](=[O:9])[NH:4][CH:1]([CH3:3])[CH3:2])[CH:14]=[CH:15][CH:16]=3)=[O:17])[C:21]1=[O:38])[C:28]2=[O:37]

Participants

4

Reactant 2

HCID 86715162HCID 86715162, compoundHCID 86717660HCID 86717660, compound

Product 1

HCID 86717658HCID 86717658, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Iodomethyl isopropylcarbamate [6318] (0.018 g, 0.028 mmol, 1.0 eq) was added to a solution of (3-(4-amino-1-oxoisoindolin-2-yl)-2,6-dioxopiperidin-1-yl)methyl nicotinate [339] (0.03 g, 0.028 mmol, 1.0 eq) in DCM (5 ml). The reaction mixture was stirred at RT for 16 h. The DCM was evaporated under reduced pressure and washed thoroughly with diethyl ether to yield a yellow powder [340], 3-(((3-(4-amino-1-oxoisoindolin-2-yl)-2,6-dioxopiperidin-1-yl)methoxy)carbonyl)-1-(((isopropylcarbamoyl)oxy)methyl)pyridin-1-ium iodide, (0.015 g, 40%).

Workup

  1. customThe DCM was evaporated under reduced pressure
  2. washwashed thoroughly with diethyl ether

Sources & evidence

ORD record
ord-27365183a0df4fecb64f207c06853167
Source dataset
uspto-grants-2016_06
Patent number
US09359376B2

Reaction notes

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