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

HRID 48423

Reaction equation

HRID 48423 reaction equation
Cl.[NH2:2][CH:3]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:9]=2)[CH2:4]1.C(N(CC)CC)C.Cl[C:27]1[C:28]2[C:35]([CH3:36])=[CH:34][S:33][C:29]=2[N:30]=[CH:31][N:32]=1>C(O)C>[O:12]([C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[CH2:4][CH:3]([NH:2][C:27]1[C:28]3[C:35]([CH3:36])=[CH:34][S:33][C:29]=3[N:30]=[CH:31][N:32]=1)[CH2:11]2)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2902254-Chloro-5-methylthieno[2,3-d]pyrimidineHCID 227196152-Amino-5-phenoxyindan hydrochloride

Product 1

HCID 120940674-(5-Phenoxyindan-2-yl)amino-5-methylthieno[2,3-d]pyrimidineYield 39.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using 2-amino-5-phenoxyindan hydrochloride (99 mg, 0.36 mmol), ethanol (3 ml), triethylamine (92 μl, 0.66 mmol), and 4-chloro-5-methylthieno[2,3-d]pyrimidine (61 mg, 0.33 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=1:1) to obtain the title compound (51 mg, 0.13 mmol) having the following physical properties:

Workup

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

Sources & evidence

ORD record
ord-8387294f106c4f7bb651daf0cbb0ac2c
Source dataset
uspto-grants-2004_03
Patent number
US06703421B1

Linked notes

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