Triethylamine → HCID 135899148, compound

HRID 2100477Notes

Reaction equation

HRID 2100477 reaction equation
C(N(CC)CC)C.Cl[C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:19])=[O:10].[NH2:20][CH2:21][C:22]1[NH:23][C:24](=[O:32])[C:25]2[CH:31]=[CH:30][CH:29]=[N:28][C:26]=2[N:27]=1>CN(C1C=CN=CC=1)C.ClCCl>[Cl:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH2:12][O:11][C:9](=[O:10])[NH:20][CH2:21][C:22]1[NH:23][C:24](=[O:32])[C:25]2[CH:31]=[CH:30][CH:29]=[N:28][C:26]=2[N:27]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 40723422-Chlorobenzyl chloroformateHCID 136312202HCID 136312202, compound

Product 1

HCID 135899148HCID 135899148, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent2×

Procedure

Triethylamine (0.26 ml), 2-chlorobenzyl chloroformate ([39545-31-8], 130 mg) and DMAP (8 mg) were added to a solution of 2-aminomethyl-3H-pyrido[2,3-d]pyrimidin-4-one (25.1, 150 mg) in dichloromethane (3 ml). The mixture was kept overnight at r.t., and then diluted with dichloromethane and washed with water. After drying (Na2SO4) and evaporation of the solvent, the title compound was isolated from the reaction mixture by preparative, reversed-phase HPLC (Agilent Zorbax XdB C18 column, solvent gradient 5-95% CH3CN in 0.1% TFA(aq) over 7 min, flow rate 30 ml/min). MS: m/e=343.0 [M−H−].

Workup

  1. washwashed with water
  2. customAfter drying
  3. custom(Na2SO4) and evaporation of the solvent

Sources & evidence

ORD record
ord-4b9e518bfacc479d8a55410451cdbb10
Source dataset
uspto-grants-2009_08
Patent number
US07572801B2

Reaction notes

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