HCID 91124768, compound → HCID 90695481, compound

HRID 1863951Notes

Reaction equation

HRID 1863951 reaction equation
[C:1]([O:5][C:6](=[O:38])[NH:7][C@H:8]([CH2:28][C:29]1[CH:34]=[C:33]([F:35])[C:32]([F:36])=[CH:31][C:30]=1[F:37])[CH2:9][C:10](=O)[NH:11][NH:12][C:13]1[C:18]2[N:19]=[C:20]([C:23]([F:26])([F:25])[F:24])[N:21]=[CH:22][C:17]=2[CH2:16][CH2:15][N:14]=1)([CH3:4])([CH3:3])[CH3:2]>COCCO>[C:1]([O:5][C:6](=[O:38])[NH:7][C@H:8]([CH2:28][C:29]1[CH:34]=[C:33]([F:35])[C:32]([F:36])=[CH:31][C:30]=1[F:37])[CH2:9][C:10]1[N:14]2[CH2:15][CH2:16][C:17]3[C:18](=[N:19][C:20]([C:23]([F:24])([F:26])[F:25])=[N:21][CH:22]=3)[C:13]2=[N:12][N:11]=1)([CH3:3])([CH3:2])[CH3:4]

Participants

3

Reactant 1

HCID 91124768HCID 91124768, compound

Product 1

HCID 90695481HCID 90695481, compound

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A mixture of 63 mg (0.115 mmol) of tert-butyl((1R)-3-oxo-1-(2,4,5-trifluorobenzyl)-3-{2-[2-(trifluoromethyl)-5,6-dihydropyrido[3,4-d]pyrimidin-8-yl]hydrazino}propyl)carbamate and 2 mL of 2-methoxyethanol was stirred at reflux for 5.5 h and then concentrated. Purification of the residue by preparative HPLC (C18 reverse phase column, 30-80% acetonitrile in water containing 0.05% trifluoroacetic acid) afforded the title compound as a white solid. LC-MS 529 (M+1).

Workup

  1. temperatureat reflux for 5.5 h
  2. concentrationconcentrated
  3. customPurification of the residue by preparative HPLC (C18 reverse phase column, 30-80% acetonitrile in water containing 0.05% trifluoroacetic acid)

Sources & evidence

ORD record
ord-b755c445dd2843b5bf18a5fec6f706c5
Source dataset
uspto-grants-2009_12
Patent number
US07625888B2

Reaction notes

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