Isopropylamine → HCID 18186492, compound

HRID 1357541Notes

Reaction equation

HRID 1357541 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[Cl:12][C:13]1[N:18]=[C:17]([Cl:19])[C:16]([C:20](Cl)=[O:21])=[CH:15][N:14]=1>C1COCC1>[Cl:12][C:13]1[N:18]=[C:17]([Cl:19])[C:16]([C:20](=[O:21])[NH:4][CH:1]([CH3:3])[CH3:2])=[CH:15][N:14]=1

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 8471TriethylamineHCID 137841122,4-Dichloropyrimidine-5-carbonyl chloride

Product 1

HCID 18186492HCID 18186492, compoundYield 26.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of isopropylamine (1.28 ml, 15.0 mmol) and triethylamine (2.10 ml, 15.1 mmol) in dry THF (5 ml) was added dropwise over 30 minutes to a solution of 2,4-dichloropyrimidine-5-carbonyl chloride (obtained as described in J. Med. Chem., 1972, 15, 200; 3.18 g, 15.0 mmol) in dry THF (8 ml) at −10° C. The solution was stirred 0° C. for 2 hours, filtered and evaporated to dryness to yield the product (0.93 g), which was used without further purification.

Workup

  1. filtrationfiltered
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-a48b06ae394c4622a25dbee287a96d06
Source dataset
uspto-grants-2003_07
Patent number
US06593326B1

Reaction notes

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