Hydrochloric Acid → HCID 20819619, compound

HRID 1243294Notes

Reaction equation

HRID 1243294 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:33][CH3:34])=[C:17]([O:20][C@H:21]4[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22]4)[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[F:8].[ClH:35]>O1CCOCC1>[ClH:1].[ClH:35].[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:33][CH3:34])=[C:17]([O:20][C@H:21]4[CH2:25][CH2:24][NH:23][CH2:22]4)[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67036750HCID 67036750, compound

Product 1

HCID 20819619HCID 20819619, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 370 mg 4-[(3-chloro-4-fluoro-phenyl)amino]-6-[(S)-1-(tert.-butyloxy-carbonyl)-pyrrolidin-3-yloxy]-7-methoxy-quinazoline in 5 ml dioxane is combined with 0.32 ml concentrated hydrochloric acid and stirred overnight at ambient temperature. The precipitate formed is suction filtered and washed with copious amounts of dioxane. The crude product is dissolved in a little methanol and re-precipitated by the addition of the same amount of ethyl acetate. The white solid thus obtained is suction filtered and dried.

Workup

  1. customThe precipitate formed
  2. filtrationfiltered
  3. washwashed with copious amounts of dioxane
  4. dissolutionThe crude product is dissolved in a little methanol
  5. customre-precipitated by the addition of the same amount of ethyl acetate
  6. customThe white solid thus obtained
  7. filtrationis suction filtered
  8. customdried

Sources & evidence

ORD record
ord-9ba6e25dec6a43d9aa3ccbd2c14dce16
Source dataset
uspto-grants-2006_10
Patent number
US07119084B2

Reaction notes

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