N-Iodosuccinimide → HCID 89499009, compound

HRID 336625Notes

Reaction equation

HRID 336625 reaction equation
[CH3:1][C:2]1[N:6]([CH2:7][C:8]23[CH2:17][CH:12]4[CH2:13][CH:14]([CH2:16][C:10]([O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][OH:27])([CH2:11]4)[CH2:9]2)[CH2:15]3)[N:5]=[CH:4][CH:3]=1.[I:28]N1C(=O)CCC1=O>CN(C)C=O>[I:28][C:3]1[CH:4]=[N:5][N:6]([CH2:7][C:8]23[CH2:17][CH:12]4[CH2:13][CH:14]([CH2:16][C:10]([O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][OH:27])([CH2:11]4)[CH2:9]2)[CH2:15]3)[C:2]=1[CH3:1]

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 89499091HCID 89499091, compound

Product 1

HCID 89499009HCID 89499009, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To an ambient solution of EXAMPLE 83B (0.54 g) in N,N-dimethylformamide (5 mL) was added N-iodosuccinimide (0.35 g). The reaction mixture was stirred for 2 hours, and the crude reaction solution was purified by RP-HPLC on a Gilson system, eluting with a gradient of 20% to 100% acetonitrile in water containing 0.1% v/v trifluoroacetic acid, to give the title compound.

Workup

  1. customthe crude reaction solution
  2. customwas purified by RP-HPLC on a Gilson system
  3. washeluting with a gradient of 20% to 100% acetonitrile in water containing 0.1% v/v trifluoroacetic acid

Sources & evidence

ORD record
ord-d2cbcc1f5d73456db43d276d1ee53884
Source dataset
uspto-grants-2014_11
Patent number
US08889675B2

Reaction notes

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