HCID 16725542, compound → HCID 86610557, compound

HRID 506335Notes

Reaction equation

HRID 506335 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[C:15]2[C:10](=[N:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=2)[C@@H:9]([NH:18][C:19]2[N:24]=[C:23]([CH2:25][C:26]3[CH:31]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:29]=[C:28]([C:36]([F:39])([F:38])[F:37])[CH:27]=3)[C:22]([N:40]3[CH2:45][CH2:44][O:43][CH2:42][CH2:41]3)=[CH:21][N:20]=2)[CH2:8][C@H:7]1[CH2:46][CH3:47])=[O:5])[CH3:2].[ClH:48].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:48].[CH2:1]([O:3][C:4]([N:6]1[C:15]2[C:10](=[N:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=2)[C@@H:9]([NH:18][C:19]2[N:24]=[C:23]([CH2:25][C:26]3[CH:27]=[C:28]([C:36]([F:38])([F:37])[F:39])[CH:29]=[C:30]([C:32]([F:35])([F:33])[F:34])[CH:31]=3)[C:22]([N:40]3[CH2:45][CH2:44][O:43][CH2:42][CH2:41]3)=[CH:21][N:20]=2)[CH2:8][C@H:7]1[CH2:46][CH3:47])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 16725542HCID 16725542, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 86610557HCID 86610557, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(2R,4S)-4-{[3,5-Bis(trifluoromethyl)benzyl]-[5-(morpholin-4-yl)pyrimidin-2-yl]}amino-2-ethyl-6-methoxy-3,4-dihydro-2H-[1,5]naphthyridine-1-carboxylic acid ethyl ester (120 mg) is dissolved in ethyl acetate (1 ml) and thereto is added 4N—HCl/ethyl acetate (0.09 m). The solvent is concentrated under reduced pressure, ether and hexane are added thereto and the precipitated powder is filtered to give (2R,4S)-4-{[3,5-bis(trifluoromethyl)benzyl]-[5-(morpholin-4-yl)pyrimidin-2-yl]}amino-2-ethyl-6-methoxy-3,4-dihydro-2H-[1,5]naphthyridine-1-carboxylic acid ethyl ester hydrochloride (112 mg). MS (m/z): 669 [M+H]+.

Workup

  1. concentrationThe solvent is concentrated under reduced pressure, ether and hexane
  2. additionare added
  3. filtrationthe precipitated powder is filtered

Sources & evidence

ORD record
ord-d33fca3b9d0e46f59b8c02084527045e
Source dataset
uspto-grants-2010_08
Patent number
US07781443B2

Reaction notes

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