Formaldehyde → HCID 25143668, compound

HRID 1931808Notes

Reaction equation

HRID 1931808 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2([OH:14])[CH2:13][CH2:12][NH:11][CH2:10]2)[CH:5]=[C:6]([F:8])[CH:7]=1.C=O.[C:17](O)(=O)C(O)=O>C(O)=O>[F:1][C:2]1[CH:3]=[C:4]([C:9]2([OH:14])[CH2:13][CH2:12][N:11]([CH3:17])[CH2:10]2)[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 971Oxalic AcidHCID 63585886HCID 63585886, compound

Product 1

HCID 25143668HCID 25143668, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Preparation according to Example 11: 3-(3,5-difluorophenyl)pyrrolidin-3-ol (0.125 g, 0.628 mmol), formic acid (1.82 mL), aqueous formaldehyde (40%, 1.63 mL). 65° C.; over night. The amine was converted to the oxalic acid salt and recrystallized from methanol/diethyl ether (0.126 g). M.p. 159-162° C.; MS m/z (relative intensity, 70 eV) 213 (M+, 27), 141 (13), 113 (15), 58 (32), 57 (bp).

Workup

  1. customPreparation
  2. custom65° C.
  3. waitover night
  4. customrecrystallized from methanol/diethyl ether (0.126 g)

Sources & evidence

ORD record
ord-079798f96dac427e89c32eb7a4994799
Source dataset
uspto-grants-2012_05
Patent number
US08188301B2

Reaction notes

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