2,4-Dichloro-1,3,5-triazine → HCID 89155869, compound

HRID 1405203Notes

Reaction equation

HRID 1405203 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.CCN(C(C)C)C(C)C.[C:18]1([S:24]([CH2:27][C:28]2[CH:29]=[C:30]([CH:32]=[CH:33][CH:34]=2)[NH2:31])(=[O:26])=[O:25])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C1COCC1.CC(O)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:31][C:30]2[CH:32]=[CH:33][CH:34]=[C:28]([CH2:27][S:24]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)(=[O:26])=[O:25])[CH:29]=2)[N:7]=1

Participants

5

Reactant 3

HCID 178102,4-Dichloro-1,3,5-triazineHCID 81531DiisopropylethylamineHCID 21680512HCID 21680512, compound

Product 1

HCID 89155869HCID 89155869, compoundYield 191.5%

Reagents, catalysts & solvents 1

HCID 22597222Tetrahydrofuran 2-propanolSolvent2×

Procedure

To a stirred solution of 2,4-dichloro-1,3,5-triazine (150 mg, ABCR GmbH & CO. KG) in THF/i-PrOH (1:1; 1.90 mL) DIPEA (0.35 mL) was added at −40° C. Then a suspension of 3-[(phenylsulfonyl)methyl]aniline (248 mg) in THF/i-PrOH (1:1, 0.94 mL) was added at this temperature. Under stirring the temperature of the reaction mixture was slowly raised over 2 hours to 0° C. The reaction mixture was then concentrated in vacuo to give the crude title compound (691 mg) which was used without further purification.

Workup

  1. additionwas added at this temperature
  2. temperaturewas slowly raised over 2 hours to 0° C
  3. concentrationThe reaction mixture was then concentrated in vacuo

Sources & evidence

ORD record
ord-0dfb5b9ed85047bfa367c12eedadbf95
Source dataset
uspto-grants-2014_12
Patent number
US08916557B2

Reaction notes

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