Ammonia → 2-Chloro-6-(2,4-difluoro-phenoxy)-quinazolin-4-ylamine

HRID 1292861

Reaction equation

HRID 1292861 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:13][C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=3[F:21])[CH:8]=2)[N:3]=1.[NH3:22]>>[Cl:1][C:2]1[N:11]=[C:10]([NH2:22])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:13][C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=3[F:21])[CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 588201952,4-Dichloro-6-(2,4-difluoro-phenoxy)-quinazoline

Product 1

HCID 589051302-Chloro-6-(2,4-difluoro-phenoxy)-quinazolin-4-ylamine

Procedure

Compound (1F) (21 g, 0.06 mol) was suspended in ammonia (100 mL of 2.0 M solution in MeOH) and the solution formed after 30 min was stirred at room temperature for 18 h. The precipitate was filtered, the concentrated filtrate triturated with EtOAc, and the organic layers were combined to yield 21.5 g of 2-chloro-6-(2,4-difluorophenoxy)-quinazolin-4-ylamine (1G).

Workup

  1. customthe solution formed after 30 min
  2. filtrationThe precipitate was filtered
  3. customthe concentrated filtrate triturated with EtOAc

Sources & evidence

ORD record
ord-9a55840aab77422bbbf1d8a693a522b8
Source dataset
uspto-grants-2007_07
Patent number
US07238698B2

Linked notes

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