Dimethylamine → HCID 67258277, compound

HRID 509627Notes

Reaction equation

HRID 509627 reaction equation
Cl[CH2:2][C@H:3]([OH:27])[CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[N:7]=[C:6]1[CH2:15][CH2:16][C:17]1[N:26]=[C:20]2[CH:21]=[CH:22][CH:23]=[C:24]([CH3:25])[N:19]2[N:18]=1.[CH3:28][NH:29][CH3:30].CO>CS(C)=O>[CH3:28][N:29]([CH3:30])[CH2:2][C@H:3]([OH:27])[CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[N:7]=[C:6]1[CH2:15][CH2:16][C:17]1[N:26]=[C:20]2[CH:21]=[CH:22][CH:23]=[C:24]([CH3:25])[N:19]2[N:18]=1

Participants

5

Reactant 3

HCID 674DimethylamineHCID 887MethanolHCID 67257360HCID 67257360, compound

Product 1

HCID 67258277HCID 67258277, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of (R)-1-Chloro-3-{2-[2-(5-methyl-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-ethyl]-4-thiophen-2-yl-imidazol-1-yl}-propan-2-ol (2 mg, 0.005 mmol) in DMSO (0.5 mL) was added a 2M solution of dimethylamine in methanol (100 μL, 0.2 mmol), the reaction vessel was capped and stirred at 100° C. for 30 minutes. The volatiles were removed in vacuo and the residue purified by preparative LC-MS to yield the title compound. 100% yield, LC-MS: m/z=411.4 (MH+), tR=0.33 minutes, method B.

Workup

  1. customthe reaction vessel was capped
  2. customThe volatiles were removed in vacuo
  3. customthe residue purified by preparative LC-MS

Sources & evidence

ORD record
ord-4b22a309d4cf4f38a4c5b336083b7b73
Source dataset
uspto-grants-2015_08
Patent number
US09096589B2

Reaction notes

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