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

HRID 1582003Notes

Reaction equation

HRID 1582003 reaction equation
[NH2:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[O:11][CH3:12])[CH2:3]1.Cl[C:14]1[C:15]2[C:22]([CH3:23])=[CH:21][S:20][C:16]=2[N:17]=[CH:18][N:19]=1.C(N(CC)CC)C>C(O)C>[CH3:12][O:11][C:8]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:9]=1[CH2:10][CH:2]([NH:1][C:14]1[C:15]3[C:22]([CH3:23])=[CH:21][S:20][C:16]=3[N:17]=[CH:18][N:19]=1)[CH2:3]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2902254-Chloro-5-methylthieno[2,3-d]pyrimidineHCID 127282284-methoxy-2,3-dihydro-1H-inden-2-amine

Product 1

HCID 227196204-(4-Methoxyindan-2-yl)amino-5-methylthieno[2,3-d]pyrimidineYield 94.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using 2-amino-4-methoxyindan (27 mg, 0.17 mmol) synthesized in the above b) in Preparation Example 5, 4-chloro-5-methylthieno[2,3-d]pyrimidine (31 mg, 0.17 mmol), triethylamine (71 μl, 0.51 mmol), and ethanol (1.5 ml), a similar procedure to b) in Example 19 was carried out. The product obtained was purified by silica gel chromatography (hexane:ethyl acetate=2:1) to obtain the title compound (50 mg, 0.16 mmol) having the following physical properties:

Workup

  1. customsynthesized in the above b)
  2. customThe product obtained
  3. customwas purified by silica gel chromatography (hexane:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-3ba19d0fdae54d558b3a81e2b3c28690
Source dataset
uspto-grants-2004_05
Patent number
US06734180B1

Reaction notes

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