4-Fluorobenzylamine → HCID 10121262, compound

HRID 2211669Notes

Reaction equation

HRID 2211669 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:20])[C:13]2[CH:18]=[CH:17][CH:16]=[N:15][C:14]=2Cl)=[CH:7][C:6]=1[O:21][CH2:22][CH:23]1[CH2:28][CH2:27][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:25][CH2:24]1)([CH3:4])([CH3:3])[CH3:2].CCN(C(C)C)C(C)C.[F:45][C:46]1[CH:53]=[CH:52][C:49]([CH2:50][NH2:51])=[CH:48][CH:47]=1>>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:20])[C:13]2[CH:18]=[CH:17][CH:16]=[N:15][C:14]=2[NH:51][CH2:50][C:49]2[CH:52]=[CH:53][C:46]([F:45])=[CH:47][CH:48]=2)=[CH:7][C:6]=1[O:21][CH2:22][CH:23]1[CH2:28][CH2:27][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:25][CH2:24]1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 673264-FluorobenzylamineHCID 81531DiisopropylethylamineHCID 21961441HCID 21961441, compound

Product 1

HCID 10121262HCID 10121262, compound

Conditions

Temperature
125 °C

Procedure

N-[4-tert-Butyl-3-(1-Boc-piperidin-4-ylmethoxy)-phenyl]-2-chloro-nicotinamide (200 mg), DIEA (145 μL), IpOH (3 mL) and 4-fluorobenzylamine (184 μL) were combined in a sealed tube and heated to 125° C. for 2 days. The mixture was purified by flash chromatography (EtOAc) to provide the product. M+Na 619; Calc'd for C34H43FN4O4: 590.33.

Workup

  1. customThe mixture was purified by flash chromatography (EtOAc)
  2. customto provide the product

Sources & evidence

ORD record
ord-5d6c1d7b3ead401e816c7fcfeed4ab83
Source dataset
uspto-grants-2006_09
Patent number
US07101868B2

Reaction notes

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