Triethylamine → 4-(2-Indanylamino)-5-isopropylthieno[2,3-d]pyrimidine

HRID 48419

Reaction equation

HRID 48419 reaction equation
O[C:2]1[C:3]2[C:10]([CH:11]([CH3:13])[CH3:12])=[CH:9][S:8][C:4]=2[N:5]=[CH:6][N:7]=1.P(Cl)(Cl)(Cl)=O.Cl.[NH2:20][CH:21]1[CH2:29][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22]1.C(N(CC)CC)C>C(O)C>[CH2:22]1[C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:29][CH:21]1[NH:20][C:2]1[C:3]2[C:10]([CH:11]([CH3:13])[CH3:12])=[CH:9][S:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 24813Phosphorus oxychlorideHCID 1227642-Aminoindan hydrochlorideHCID 178439799HCID 178439799, compound

Product 1

HCID 227196034-(2-Indanylamino)-5-isopropylthieno[2,3-d]pyrimidineYield 62.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using 4-hydroxy-5-isopropylthieno[2,3-d]pyrimidine (200 mg, 1.03 mmol), phosphorus oxychloride (1.0 ml), 2-aminoindan hydrochloride (200 mg, 1.2 mmol), triethylamine (1.0 ml, 7.2 mmol) and dry ethanol (5 ml), a similar procedure to b) in Production Example 208 was carried out. The product obtained was purified by silica gel chromatography (hexane:ethyl acetate=2:1) to obtain the title compound (190 mg, 0.64 mmol) having the following physical properties:

Workup

  1. customThe product obtained
  2. customwas purified by silica gel chromatography (hexane:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-10d44b48026c4aa6a2fc4f8b677a718c
Source dataset
uspto-grants-2004_03
Patent number
US06703421B1

Linked notes

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