Hydrochloric Acid → HCID 59835897, compound

HRID 1916698Notes

Reaction equation

HRID 1916698 reaction equation
C(N(C(C)C)C(C)C)C.[CH3:10][O:11][C:12](=[O:18])[C@@H:13]1[CH2:17][CH2:16][CH2:15][NH:14]1.Cl.CS(O[CH2:25][CH2:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]#[C:35][C:36]2[CH:41]=[CH:40][C:39]([C:42]3[CH:47]=[CH:46][C:45]([Cl:48])=[CH:44][CH:43]=3)=[CH:38][N:37]=2)=[CH:30][CH:29]=1)(=O)=O>CN(C=O)C>[Cl:48][C:45]1[CH:46]=[CH:47][C:42]([C:39]2[CH:40]=[CH:41][C:36]([C:35]#[C:34][C:31]3[CH:30]=[CH:29][C:28]([O:27][CH2:26][CH2:25][N:14]4[CH2:15][CH2:16][CH2:17][CH:13]4[C:12]([O:11][CH3:10])=[O:18])=[CH:33][CH:32]=3)=[N:37][CH:38]=2)=[CH:43][CH:44]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 853477Methyl L-prolinateHCID 86601132HCID 86601132, compound

Product 1

HCID 59835897HCID 59835897, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.15 mL ethyldiisopropylamine and 73 mg (0.44 mmol) proline-methyl ester (used as the hydrochloride) are added to a solution of 171 mg (0.4 mmol) 2-{4-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-phenoxy}-ethyl methanesulphonate in 2 mL DMF and the reaction mixture is stirred for 18 h at RT. The mixture is evaporated down i. vac. and the residue is purified by HPLC.

Workup

  1. customThe mixture is evaporated down i
  2. customand the residue is purified by HPLC

Sources & evidence

ORD record
ord-78055ca2d3a24b4b9b4e7d41b394a6ef
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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