Formaldehyde → HCID 46836602, compound

HRID 474218Notes

Reaction equation

HRID 474218 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][C:13](=[O:16])[N:12]([CH2:17][C:18]3[CH:19]=[C:20]([C:24]4[N:29]=[CH:28][C:27]([O:30][CH2:31][CH:32]5[CH2:37][CH2:36][N:35]([C:38](OC(C)(C)C)=O)[CH2:34][CH2:33]5)=[CH:26][N:25]=4)[CH:21]=[CH:22][CH:23]=3)[N:11]=2)[CH:7]=[CH:8][CH:9]=1)(=[O:3])[NH2:2].C=O>C(O)=O.O>[CH3:38][N:35]1[CH2:34][CH2:33][CH:32]([CH2:31][O:30][C:27]2[CH:26]=[N:25][C:24]([C:20]3[CH:19]=[C:18]([CH:23]=[CH:22][CH:21]=3)[CH2:17][N:12]3[C:13](=[O:16])[CH:14]=[CH:15][C:10]([C:6]4[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=4)[C:1]([NH2:2])=[O:3])=[N:11]3)=[N:29][CH:28]=2)[CH2:37][CH2:36]1

Participants

5

Reactant 2

HCID 712FormaldehydeHCID 58477522HCID 58477522, compound

Product 1

HCID 46836602HCID 46836602, compound

Reagents, catalysts & solvents 2

HCID 284Formic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

1.25 g (2.1 mmol) of tert-butyl 4-(2-{3-[3-(3-carbamoylphenyl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yloxymethyl)piperidine-1-carboxyl-ate are dissolved in 6 ml of formic acid, and 500 μl (6.3 mmol) of 35% formaldehyde solution in water are added. The reaction mixture is stirred at 110° C. for 48 h. The reaction mixture is evaporated, taken up in dichloro-methane, washed with saturated sodium hydrogencarbonate solution, dried over sodium sulfate and purified by means of column chromatography on silica gel. ESI: 511 (M+H);

Workup

  1. customThe reaction mixture is evaporated
  2. washwashed with saturated sodium hydrogencarbonate solution
  3. dry with materialdried over sodium sulfate
  4. custompurified by means of column chromatography on silica gel

Sources & evidence

ORD record
ord-b8a562356cec41d59cbcb4c1643903f7
Source dataset
uspto-grants-2014_01
Patent number
US08637518B2

Reaction notes

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