Ethyl formate → N-[(4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)methyl]formamide

HRID 349558Notes

Reaction equation

HRID 349558 reaction equation
C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[N:8]2[CH2:13][CH2:12][CH2:11][N:10]3[N:14]=[CH:15][C:16]([CH2:17][NH2:18])=[C:9]23)C=CC=CC=1.[CH:31](OCC)=[O:32]>>[N:14]1[N:10]2[CH2:11][CH2:12][CH2:13][NH:8][C:9]2=[C:16]([CH2:17][NH:18][CH:31]=[O:32])[CH:15]=1

Participants

3

Reactant 2

HCID 8025Ethyl formateHCID 179620151-(4-Triphenylmethyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)methylamine

Product 1

HCID 135732755N-[(4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)methyl]formamide

Conditions

Temperature
50 °C

Procedure

A suspension of 1-(4-triphenylmethyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)methylamine (8.4 g) in ethyl formate (30 ml) was stirred at 50° C. for 16 hours. After evaporation of the solvent in vacuo, the residue was triturated with ethyl acetate and dried in vacuo to give N-[(4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)methyl]formamide (3.0 g) as a solid.

Workup

  1. customAfter evaporation of the solvent in vacuo
  2. customthe residue was triturated with ethyl acetate
  3. customdried in vacuo

Sources & evidence

ORD record
ord-2b2602dfd5cc4f948e3e591e5bf72248
Source dataset
uspto-grants-2007_02
Patent number
US07179801B2

Reaction notes

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