HCID 22225692, compound → HCID 22225674, compound

HRID 2042966Notes

Reaction equation

HRID 2042966 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:23][CH2:24][CH:25]4[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)=[C:17]([N+:20]([O-])=O)[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[F:8].[H][H]>O1CCCC1.[Pt](=O)=O>[NH2:20][C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][C:16]=1[O:23][CH2:24][CH:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1)[N:13]=[CH:12][N:11]=[C:10]2[NH:9][C:4]1[CH:5]=[CH:6][C:7]([F:8])=[C:2]([Cl:1])[CH:3]=1

Participants

5

Reactant 2

HCID 22225692HCID 22225692, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22225674HCID 22225674, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8028TetrahydrofuranSolvent

Procedure

22.80 g of 4-[(3-chloro-4-fluorophenyl)amino]-6-nitro-7-[(tetrahydropyran-4-yl)methoxy]quinazoline are hydrogenated in 300 ml of tetrahydrofuran in the presence of 3.50 g of platinum dioxide at ambient temperature until the calculated amount of hydrogen has been taken up. The catalyst is filtered off and the filtrate is evaporated to dryness using the rotary evaporator. The residue is stirred with diethylether, suction filtered, washed with diethylether and dried at ambient temperature. Yield: 19.95 g (93% of theory); mass spectrum (ESI+): m/z=403, 405 [M+H]+; melting point: 221° C.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated to dryness
  3. customthe rotary evaporator
  4. filtrationfiltered
  5. washwashed with diethylether
  6. customdried at ambient temperature

Sources & evidence

ORD record
ord-0ad9f045082f4c78bebba5a6b95bfa55
Source dataset
uspto-grants-2013_11
Patent number
US08586608B2

Reaction notes

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