Methanesulfonyl chloride → HCID 68770949, compound

HRID 1947529Notes

Reaction equation

HRID 1947529 reaction equation
[S:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]1[O:10][C:11]1[CH:26]=[CH:25][C:14]2[CH:15]=[C:16]([CH2:18][N:19]3[CH2:23][CH2:22][CH:21]([NH2:24])[CH2:20]3)[O:17][C:13]=2[CH:12]=1.CCN(C(C)C)C(C)C.[CH3:36][S:37](Cl)(=[O:39])=[O:38]>CN(C=O)C>[CH:13]([OH:17])=[O:38].[S:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]1[O:10][C:11]1[CH:26]=[CH:25][C:14]2[CH:15]=[C:16]([CH2:18][N:19]3[CH2:23][CH2:22][CH:21]([NH:24][S:37]([CH3:36])(=[O:39])=[O:38])[CH2:20]3)[O:17][C:13]=2[CH:12]=1

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 59577745HCID 59577745, compound

Product 1

HCID 68770949HCID 68770949, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1-[6-(thiazolo[4,5-b]pyridin-2-yloxy)-benzofuran-2-ylmethyl]-pyrrolidin-3-ylamine (126 mg, 0.313 mmol) in DMF (2 mL) was added DIEA (125 μL, 0.938 mmol) followed by MsCl (72 μL, 0.938 mmol) and the resulting solution was stirred (rt, 1 h). The reaction mixture was filtered (Celite®) and concentrated in vacuo.

Workup

  1. filtrationThe reaction mixture was filtered (Celite®)
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8658a1e092e14adcbbd7d7b2babe12f8
Source dataset
uspto-grants-2013_03
Patent number
US08399465B2

Reaction notes

Loading…