Triethylamine → HCID 58171552, compound

HRID 1752306Notes

Reaction equation

HRID 1752306 reaction equation
C([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[N:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][N:14]=2)[CH2:9]1)C1C=CC=CC=1.CCN(CC)CC.C(Cl)(=O)OC(Cl)C>C(Cl)Cl>[CH3:20][O:19][C:16]1[CH:17]=[N:18][C:13]([CH:10]2[CH2:11][CH2:12][NH:8][CH2:9]2)=[N:14][CH:15]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 5213051-Chloroethyl chloroformateHCID 58171618HCID 58171618, compound

Product 1

HCID 58171552HCID 58171552, compoundYield 150.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(1-benzyl-pyrrolidin-3-yl)-5-methoxy-pyrimidine (100 mg, 0.37 mmol) and Et3N (37.6 mg, 0.37 mmol) in CH2Cl2 (2 mL) was added 1-chloroethyl carbonochloridate (63.8 mg, 0.45 mmol) dropwise at 0° C. The mixture was stirred at rt for 2 h. The reaction mixture was concentrated to afford crude 5-methoxy-2-(pyrrolidin-3-yl)pyrimidine (100 mg), which was used for next step without purification.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-5c1fa7fe7e464136ba85a1a20994b317
Source dataset
uspto-grants-2015_10
Patent number
US09163012B2

Reaction notes

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