Hydrochloric Acid → HCID 69985416, compound

HRID 480591Notes

Reaction equation

HRID 480591 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:34][CH2:35][CH:36]4[CH2:38][CH2:37]4)=[C:17]([NH:20][C:21](=[O:33])[CH:22]=[CH:23][CH2:24][N:25]4[CH2:30][C@@H:29]([CH3:31])[O:28][C:27](=[O:32])[CH2:26]4)[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[F:8].Cl.[OH-:40].[Na+]>O>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:34][CH2:35][CH:36]4[CH2:38][CH2:37]4)=[C:17]([NH:20][C:21](=[O:33])[CH:22]=[CH:23][CH2:24][N:25]([CH2:26][C:27]([OH:28])=[O:32])[CH2:30][C@H:29]([OH:40])[CH3:31])[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66616904HCID 66616904, compound

Product 1

HCID 69985416HCID 69985416, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

100 mg of 4-[(3-chloro-4-fluorophenyl)amino]-6-{[4-((R)-6-methyl-2-oxomorpholin-4-yl)-1-oxo-2-buten-1-yl]amino}-7-cyclopropylmethoxyquinazoline is mixed with 1.63 ml of water and 0.37 ml of 1N hydrochloric acid. The reaction mixture is stirred for three hours at 60° C. and then left to stand overnight at ambient temperature. For working up, 0.37 ml 1N sodium hydroxide solution is added and the mixture is cooled in an ice bath, whereupon a light-colored precipitate is deposited. This is suction filtered, washed with cold water, and dried. Yield: 60 mg (58% of theory); mass spectrum (ESI−): m/z=556, 558 [M−H]−.

Workup

  1. waitleft
  2. waitto stand overnight at ambient temperature
  3. temperaturethe mixture is cooled in an ice bath, whereupon a light-colored precipitate
  4. filtrationThis is suction filtered
  5. washwashed with cold water
  6. customdried

Sources & evidence

ORD record
ord-1feafdf9e011447fa1812219ac75d234
Source dataset
uspto-grants-2003_11
Patent number
US06653305B2

Reaction notes

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