Sulfuric Acid → HCID 86640910, compound

HRID 238999Notes

Reaction equation

HRID 238999 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:17][CH2:18][CH2:19][O:20][CH3:21])=[C:9]([O:12][CH2:13][CH2:14][O:15][CH3:16])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:22][C:23]1[CH:24]=[C:25]([C:29]#[CH:30])[CH:26]=[CH:27][CH:28]=1.[S:31](=[O:35])(=[O:34])([OH:33])[OH:32]>O>[CH3:16][O:15][CH2:14][CH2:13][O:12][C:9]1[CH:10]=[C:11]2[C:2]([NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([C:29]#[CH:30])[CH:24]=3)=[N:3][CH:4]=[N:5][C:6]2=[CH:7][C:8]=1[O:17][CH2:18][CH2:19][O:20][CH3:21].[S:31]([O-:35])([O-:34])(=[O:33])=[O:32]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 104682Benzenamine, 3-ethynyl-HCID 112899424-Chloro-6,7-bis(2-methoxyethoxy)quinazoline

Product 1

HCID 86640910HCID 86640910, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
37.5 °C

Procedure

1.98 Kg of 4-chloro-6,7-bis (2-methoxyethoxy) quinazoline was suspended in 30 litres of water and 1.0 Kg of 3-aminophenyl acetylene was charged at 25-30° C. Further 0.4 litres sulphuric acid was added. The reaction mass was heated and stirred at 35-40° C. for 1 hour. The solid obtained was filtered and washed with ethyl acetate. The product was dried at 38-40° C. to obtain 2.65 Kg of erlotinib sulphate.

Workup

  1. temperatureThe reaction mass was heated
  2. customThe solid obtained
  3. filtrationwas filtered
  4. washwashed with ethyl acetate
  5. customThe product was dried at 38-40° C.

Sources & evidence

ORD record
ord-b0880d8360fe4b8180b01270e6cc8e73
Source dataset
uspto-grants-2014_02
Patent number
US08642758B2

Reaction notes

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