Pyridine → HCID 59468456, compound

HRID 1716404Notes

Reaction equation

HRID 1716404 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[S:12][C:11]([CH2:13][NH:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=3)=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1.N1C=CC=CC=1.CCN(CC)CC.[C:37](Cl)(=[O:44])[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1>C(Cl)Cl>[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[S:12][C:11]([CH2:13][N:14]([CH2:15][C:16]3[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=3)[C:37](=[O:44])[C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 59468503HCID 59468503, compound

Product 1

HCID 59468456HCID 59468456, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[5-(2-Chloro-pyrimidin-4-yl)-thiophen-2-ylmethyl]-(4-methoxybenzyl)-amine (22 mg, 0.063 mmol) was dissolved in CH2Cl2 (1 mL) and treated with pyridine (4.3 uL, 0.076 mmol) and Et3N (17.8 uL, 0.127 mmol), followed by benzoyl chloride (8.9 uL, 0.765 mmol). The mixture was allowed to stir for 18 h and was then washed with 1 N HCl, dried over Na2SO4 and concentrated. The material was used crude in the next step.

Workup

  1. washwas then washed with 1 N HCl
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-365c44075d7645fb8f24572cf3f1f153
Source dataset
uspto-grants-2010_09
Patent number
US07803806B2

Reaction notes

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