Ethyl formate → N-{5-amino-1-[2-(trityloxy)ethyl]pyrazol-4-yl}methylformamide

HRID 349534Notes

Reaction equation

HRID 349534 reaction equation
[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][O:9][C:10]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:5]=[CH:4][C:3]=1[CH2:29][NH2:30].[CH:31](OCC)=[O:32]>>[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][O:9][C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:5]=[CH:4][C:3]=1[CH2:29][NH:30][CH:31]=[O:32]

Participants

3

Reactant 2

HCID 8025Ethyl formateHCID 17961999{5-Amino-1-[2-(trityloxy)ethyl]pyrazol-4-yl}methylamine

Product 1

HCID 17961970N-{5-amino-1-[2-(trityloxy)ethyl]pyrazol-4-yl}methylformamide

Conditions

Temperature
50 °C

Procedure

A suspension of {5-amino-1-[2-(trityloxy)ethyl]pyrazol-4-yl}methylamine (19.7 g, 49.4 mmol) in ethyl formate (500 ml) was stirred at 50° C. for 3 hours. After evaporation of the solvent in vacuo, the residue was triturated with diisopropyl ether to give N-{5-amino-1-[2-(trityloxy)ethyl]pyrazol-4-yl}methylformamide (7.99 g) as a solid.

Workup

  1. customAfter evaporation of the solvent in vacuo
  2. customthe residue was triturated with diisopropyl ether

Sources & evidence

ORD record
ord-4c9b6b36a895442d9ca5ab9940a10219
Source dataset
uspto-grants-2007_02
Patent number
US07179801B2

Reaction notes

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