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

HRID 48445Notes

Reaction equation

HRID 48445 reaction equation
Cl.[C:2]([O:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[CH2:16][CH:15]([NH2:20])[CH2:14]2)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[C:22]1[C:23]2[C:30]([CH3:31])=[CH:29][S:28][C:24]=2[N:25]=[CH:26][N:27]=1.C(N(CC)CC)C>C(O)C>[C:2]([O:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[CH2:16][CH:15]([NH:20][C:22]1[C:23]3[C:30]([CH3:31])=[CH:29][S:28][C:24]=3[N:25]=[CH:26][N:27]=1)[CH2:14]2)(=[O:9])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2902254-Chloro-5-methylthieno[2,3-d]pyrimidineHCID 227195955-Benzoyloxy-2-aminoindan hydrochloride

Product 1

HCID 120940714-(5-Benzoyloxyindan-2-yl)amino-5-methylthieno[2,3-d]pyrimidineYield 48.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using 5-benzoyloxy-2-aminoindan hydrochloride (67 mg, 0.35 mmol), 4-chloro-5-methylthieno[2,3-d]pyrimidine (68 mg, 0.37 mmol), triethylamine (0.52 ml, 3.7 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 (70 mg, 0.17 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-895e57d034394835a0d7179c01c9838b
Source dataset
uspto-grants-2004_03
Patent number
US06703421B1

Reaction notes

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