Toluene → HCID 24855179, compound

HRID 452585Notes

Reaction equation

HRID 452585 reaction equation
[C:1]1([CH:7]2[S:12][CH2:11][CH2:10][NH:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:14]1[C:23]2[C:18](=[CH:19][C:20]([O:26][CH3:27])=[C:21]([O:24][CH3:25])[CH:22]=2)[N:17]=[CH:16][N:15]=1.C(=O)([O-])[O-].[K+].[K+].C1(C)C=CC=CC=1>CC(O)C>[CH3:25][O:24][C:21]1[CH:22]=[C:23]2[C:18](=[CH:19][C:20]=1[O:26][CH3:27])[N:17]=[CH:16][N:15]=[C:14]2[N:9]1[CH2:10][CH2:11][S:12][CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8]1

Participants

6

Reactant 4

HCID 1140TolueneHCID 11430Potassium CarbonateHCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 50041992-phenylthiomorpholine

Product 1

HCID 24855179HCID 24855179, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
180 °C

Procedure

2-Phenyl-thiomorpholine (1 mole equivalent), 4-Chloro-6,7-dimethoxy-quinazoline (1 mole equivalent) and potassium carbonate (1 mole equivalent) were added to a 1:1 mixture of toluene and 2-propanol, corresponding to a final concentration of about 0.5 molar. The reaction mixture was heated in a microwave oven at 180° C. for 15 minutes, and filtrated. The solvent was removed under vacuum and the resultant solid was subjected to preparative LC-MS-purification. Fractions containing the product were collected, pooled and evaporated in vacuo to give the product.

Workup

  1. filtrationfiltrated
  2. customThe solvent was removed under vacuum
  3. additionFractions containing the product
  4. customwere collected
  5. customevaporated in vacuo
  6. customto give the product

Sources & evidence

ORD record
ord-e3fbcc95693f48cda2fa4a33eb313089
Source dataset
uspto-grants-2013_07
Patent number
US08492394B2

Reaction notes

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