Triethylamine → 4-[5-[(E)-2-(4-Methylphenyl)ethenyl]indan-2-yl]amino-5-methylthieno[2,3-d]pyrimidine

HRID 48425

Reaction equation

HRID 48425 reaction equation
Cl.[NH2:2][CH:3]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8](/[CH:12]=[CH:13]/[C:14]3[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=3)[CH:9]=2)[CH2:4]1.C(N(CC)CC)C.Cl[C:29]1[C:30]2[C:37]([CH3:38])=[CH:36][S:35][C:31]=2[N:32]=[CH:33][N:34]=1>C(O)C>[CH3:20][C:17]1[CH:16]=[CH:15][C:14](/[CH:13]=[CH:12]/[C:8]2[CH:9]=[C:10]3[C:5](=[CH:6][CH:7]=2)[CH2:4][CH:3]([NH:2][C:29]2[C:30]4[C:37]([CH3:38])=[CH:36][S:35][C:31]=4[N:32]=[CH:33][N:34]=2)[CH2:11]3)=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2902254-Chloro-5-methylthieno[2,3-d]pyrimidineHCID 227195902-amino-5-((E)-2-(4-methylphenyl)ethenyl]indan hydrochloride

Product 1

HCID 120940684-[5-[(E)-2-(4-Methylphenyl)ethenyl]indan-2-yl]amino-5-methylthieno[2,3-d]pyrimidineYield 58.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using 2-amino-5-[(E)-2-(4-methylphenyl)ethenyl]indan hydrochloride (16 mg, 0.06 mmol), ethanol (0.6 ml), triethylamine (50 μl, 0.36 mmol), and 4-chloro-5-methylthieno[2,3-d]pyrimidine (11 mg, 0.060 mmol), a similar procedure to b) in Production Example 208 was carried out The product obtained was purified by silica gel chromatography (hexane:ethyl acetate=4:1) to obtain the title compound (14 mg, 0.035 mmol) having the following physical properties:

Workup

  1. customobtained
  2. customwas purified by silica gel chromatography (hexane:ethyl acetate=4:1)

Sources & evidence

ORD record
ord-134ae1cc6abb455f8150da7402ee78a5
Source dataset
uspto-grants-2004_03
Patent number
US06703421B1

Linked notes

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