Formaldehyde → HCID 67000936, compound

HRID 558074Notes

Reaction equation

HRID 558074 reaction equation
[Br:1][C:2]1[C:7]([O:8][C:9]2[CH:10]=[C:11]([CH:14]=[C:15]([Cl:17])[CH:16]=2)[C:12]#[N:13])=[C:6]([F:18])[C:5]([CH2:19][C:20]2[C:28]3[C:23](=[N:24][N:25]=[CH:26][CH:27]=3)[NH:22][N:21]=2)=[CH:4][CH:3]=1.[CH2:29]=[O:30]>CO>[Br:1][C:2]1[C:7]([O:8][C:9]2[CH:10]=[C:11]([CH:14]=[C:15]([Cl:17])[CH:16]=2)[C:12]#[N:13])=[C:6]([F:18])[C:5]([CH2:19][C:20]2[C:28]3[C:23](=[N:24][N:25]=[CH:26][CH:27]=3)[N:22]([CH2:29][OH:30])[N:21]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 25058137HCID 25058137, compound

Product 1

HCID 67000936HCID 67000936, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
67 °C

Procedure

step 1—A suspension of 3-[6-bromo-2-fluoro-3-(1H-pyrazolo[3,4-c]pyridazin-3-ylmethyl)-phenoxy]-5-chloro-benzonitrile (R-73, 1.32 g, 2.88 mmol), 37% aqueous formaldehyde (100 mL) and MeOH (100 mL) was stirred at 67° C. for 35 h. The volatile solvents were evaporated and the residue diluted with H2O and the resulting precipitate filtered, washed with H2O and air-dried to afford 1.27 g of 3-[6-bromo-2-fluoro-3-(1-hydroxymethyl-1H-pyrazolo[3,4-c]pyridazin-3-ylmethyl)-phenoxy]-5-chloro-benzonitrile (12).

Workup

  1. customThe volatile solvents were evaporated
  2. additionthe residue diluted with H2O
  3. filtrationthe resulting precipitate filtered
  4. washwashed with H2O
  5. customair-dried

Sources & evidence

ORD record
ord-1b54e2d7fe514c2d8250e331e815982c
Source dataset
uspto-grants-2011_11
Patent number
US08063028B2

Reaction notes

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