Dimethylamine → HCID 67153505, compound

HRID 1949302Notes

Reaction equation

HRID 1949302 reaction equation
CS(O[CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]2[N:20]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=3)[N:19]=[C:18]([C:28]([N:30]3[CH2:34][C:33](=[O:35])[NH:32][CH2:31]3)=[O:29])[CH:17]=2)[CH:11]=1)(=O)=O.[CH3:36][NH:37][CH3:38].[O:39]1CCCC1>C(O)C>[CH:33]([OH:35])=[O:39].[Cl:27][C:23]1[CH:22]=[C:21]([N:20]2[C:16]([C:12]3[CH:13]=[CH:14][CH:15]=[C:10]([O:9][CH2:8][CH2:7][CH2:6][N:37]([CH3:38])[CH3:36])[CH:11]=3)=[CH:17][C:18]([C:28]([N:30]3[CH2:34][C:33](=[O:35])[NH:32][CH2:31]3)=[O:29])=[N:19]2)[CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 58277334HCID 58277334, compound

Product 1

HCID 67153505HCID 67153505, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

49.6 mg (0.096 mmol) of the compound of Example 120A and 0.48 ml (0.96 mmol) of a 2M solution of dimethylamine in tetrahydrofuran are stirred in 3 ml of ethanol at 80° C. overnight. The reaction mixture is subsequently purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with the addition of 0.1% formic acid). 6.2 mg (23% of theory) of the title compound are obtained.

Workup

  1. customThe reaction mixture is subsequently purified by preparative HPLC (RP18 column
  2. additionmobile phase: acetonitrile/water gradient with the addition of 0.1% formic acid)

Sources & evidence

ORD record
ord-0854f40f949b416385119bf76e80e29f
Source dataset
uspto-grants-2013_03
Patent number
US08399682B2

Reaction notes

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