Triethylamine → 4-(5-Acetoxyindan-2-yl)amino-5-methylthieno[2,3-d]pyrimidine

HRID 48442Notes

Reaction equation

HRID 48442 reaction equation
Cl.[C:2]([O:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[CH2:11][CH:10]([NH2:15])[CH2:9]2)(=[O:4])[CH3:3].Cl[C:17]1[C:18]2[C:25]([CH3:26])=[CH:24][S:23][C:19]=2[N:20]=[CH:21][N:22]=1.C(N(CC)CC)C>C(O)C>[C:2]([O:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[CH2:11][CH:10]([NH:15][C:17]1[C:18]3[C:25]([CH3:26])=[CH:24][S:23][C:19]=3[N:20]=[CH:21][N:22]=1)[CH2:9]2)(=[O:4])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2902254-Chloro-5-methylthieno[2,3-d]pyrimidineHCID 227196415-Acetoxy-2-aminoindan hydrochloride

Product 1

HCID 227195874-(5-Acetoxyindan-2-yl)amino-5-methylthieno[2,3-d]pyrimidineYield 26.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using 5-acetoxy-2-aminoindan hydrochloride (86 mg, 0.38 mmol), 4-chloro-5-methylthieno[2,3-d]pyrimidine (76 mg, 0.41 mmol), triethylamine (0.23 ml, 1.6 mmol), and ethanol (6 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 (34 mg, 0.10 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-ebc2fc73ce544b0d8cb937aaed8591d1
Source dataset
uspto-grants-2004_03
Patent number
US06703421B1

Reaction notes

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