Triethylamine → HCID 58579973, compound

HRID 389261Notes

Reaction equation

HRID 389261 reaction equation
[CH3:1][O:2][C:3](=[O:21])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([C:13]2[C:18]([CH2:19][NH2:20])=[CH:17][CH:16]=[CH:15][N:14]=2)[CH:6]=1.C(N(CC)CC)C.Cl[C:30]([O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:31]>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:21])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([C:13]2[C:18]([CH2:19][NH:20][C:30]([O:32][CH2:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[O:31])=[CH:17][CH:16]=[CH:15][N:14]=2)[CH:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 58579956HCID 58579956, compound

Product 1

HCID 58579973HCID 58579973, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[3-(3-Aminomethyl-pyridin-2-yl)-4-methoxy-phenyl]-acetic acid methyl ester (0.140 g, 0.49 mmol) and triethylamine (0.17 mL, 1.23 mmol) was dissolved in CH2Cl2 (5 mL). Benzyl chloroformate (0.08 mL, 0.54 mmol) was added, and the reaction was stirred for 1 hour. Once no starting material was seen by analytical LCMS, the mixture was purified by preparative HPLC to give the title compound.

Workup

  1. customthe mixture was purified by preparative HPLC

Sources & evidence

ORD record
ord-745bc207b2f94156b5043176a251de39
Source dataset
uspto-grants-2013_02
Patent number
US08378107B2

Reaction notes

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