Formaldehyde → HCID 57650371, compound

HRID 2063456Notes

Reaction equation

HRID 2063456 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[CH:11]=[N:10][N:9]=[C:8]2[C@H:12]2[CH2:16][CH2:15][CH2:14][N:13]2[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[CH:4][CH:3]=1.[CH2:26]=[O:27]>CC1C=CC=CC=1C>[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[C:11]([CH2:26][OH:27])=[N:10][N:9]=[C:8]2[C@H:12]2[CH2:16][CH2:15][CH2:14][N:13]2[C:17]([O:19][C:20]([CH3:21])([CH3:22])[CH3:23])=[O:18])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 53486874tert-Butyl (2R)-2-{4-[(4-chlorophenyl)methyl]-4H-1,2,4-triazol-3-yl}pyrrolidine-1-carboxylate

Product 1

HCID 57650371HCID 57650371, compoundYield 101.4%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
125 °C

Procedure

A mixture of Boc-protected triazole from example 3 (7.7 g, 21.221 mmol) and paraformaldehyde (3.23 g, 5 eq.) in 50 mL of o-xylene was heated at 125° C. for 3 h. After cooling, the mixture was filtered over a Celite-fritted funnel and washed with 10 mL of o-xylene. The filtrate was concentrated in vacuo to provide the desired intermediate as a foam (8.45 g, 100%+)

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture was filtered over a Celite-fritted funnel
  3. washwashed with 10 mL of o-xylene
  4. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-912cd1016a4b49b49905fe507c602191
Source dataset
uspto-grants-2012_10
Patent number
US08288371B2

Reaction notes

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