4-Tert-Butylaniline → N-(4-tert-Butylphenyl)-7-benzyl-5,6,7,8-tetrahydro-2-(methylthio)pyrido[3,4-d]pyrimidin-4-amine

HRID 971232Notes

Reaction equation

HRID 971232 reaction equation
[CH2:1]([N:8]1[CH2:17][CH2:16][C:15]2[C:14](Cl)=[N:13][C:12]([S:19][CH3:20])=[N:11][C:10]=2[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21]([C:25]1[CH:31]=[CH:30][C:28]([NH2:29])=[CH:27][CH:26]=1)([CH3:24])([CH3:23])[CH3:22]>C(#N)C>[C:21]([C:25]1[CH:26]=[CH:27][C:28]([NH:29][C:14]2[C:15]3[CH2:16][CH2:17][N:8]([CH2:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)[CH2:9][C:10]=3[N:11]=[C:12]([S:19][CH3:20])[N:13]=2)=[CH:30][CH:31]=1)([CH3:24])([CH3:22])[CH3:23]

Participants

4

Reactant 2

HCID 698614-Tert-ButylanilineHCID 529876597-Benzyl-4-chloro-2-(methylthio)-5,6,7,8-tetrahydropyrido[3,4-D]pyrimidine

Product 1

HCID 59021482N-(4-tert-Butylphenyl)-7-benzyl-5,6,7,8-tetrahydro-2-(methylthio)pyrido[3,4-d]pyrimidin-4-amineYield 59.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The solution of 7-benzyl-4-chloro-5,6,7,8-tetrahydro-2-(methylthio)pyrido[3,4-d]pyrimidine (915 mg, 3 mmol) from Example 24. B. and 4-tert-butylaniline (537 mg, 3.6 mmol) in acetonitrile (5 mL) was heated in a sealed tube via microwave at 180° C. for 10 min. Solid thus formed was filtered out and washed with hexanes. Product was obtained as a light brown solid (750 mg).

Workup

  1. customSolid thus formed
  2. filtrationwas filtered out
  3. washwashed with hexanes

Sources & evidence

ORD record
ord-dab34f7bfc7f4547894336581e743ea9
Source dataset
uspto-grants-2007_12
Patent number
US07312330B2

Reaction notes

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