Triethylamine → HCID 22719611, compound

HRID 48426Notes

Reaction equation

HRID 48426 reaction equation
C(O[C:6]([NH:8][CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:18]([O:20][CH3:21])=[O:19])[CH:15]=2)[CH2:10]1)=O)(C)(C)C.Cl.O1CCOCC1.C(N(CC)CC)C.ClC1[C:38]2[C:45]([CH3:46])=[CH:44][S:43][C:39]=2[N:40]=[CH:41][N:42]=1>C(O)C.C(O)(=O)C>[CH3:21][O:20][C:18]([C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[CH2:10][CH:9]([NH:8][C:6]1[C:38]3[C:45]([CH3:46])=[CH:44][S:43][C:39]=3[N:40]=[CH:41][N:42]=1)[CH2:17]2)=[O:19]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 2902254-Chloro-5-methylthieno[2,3-d]pyrimidineHCID 204431481,4-Dioxane hydrochlorideHCID 227195852-(Tert-butoxycarbonylamino)-5-methoxycarbonylindan

Product 1

HCID 22719611HCID 22719611, compoundYield 44.8%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

Using 2-(tert-butoxycarbonylamino)-5-methoxycarbonylindan (60 mg, 0.21 mmol) synthesized in the above Reference Production Example 3, 4N hydrochloric acid-dioxane (1.0 ml) and acetic acid (3.0 ml), and then ethanol (1 ml), triethylamine (88 μl, 0.63 mmol), and 4-chloro-5-methylthieno[2,3-d]pyrimidine (39 mg, 0.21 mmol), a similar procedure to Production Example 213 was carried out. The product obtained was purified by silica gel chromatography (methylene chloride:ethyl acetate=6:1) to obtain the title compound (32 mg, 0.094 mmol) having the following physical properties:

Workup

  1. customThe product obtained
  2. customwas purified by silica gel chromatography (methylene chloride:ethyl acetate=6:1)

Sources & evidence

ORD record
ord-939139171a0c43a1af3132ff3be1a02a
Source dataset
uspto-grants-2004_03
Patent number
US06703421B1

Reaction notes

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