Trimethyl orthoformate → HCID 66690797, compound

HRID 592294Notes

Reaction equation

HRID 592294 reaction equation
[CH:1](OC)(OC)OC.[Cl:8][C:9]1[C:10]([NH:22][NH2:23])=[N:11][CH:12]=[C:13]([CH:21]=1)[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]>>[Cl:8][C:9]1[C:10]2[N:11]([CH:1]=[N:23][N:22]=2)[CH:12]=[C:13]([C:14]([O:16][C:17]([CH3:19])([CH3:20])[CH3:18])=[O:15])[CH:21]=1

Participants

3

Reactant 2

HCID 9005Trimethyl orthoformateHCID 66690636HCID 66690636, compound

Product 1

HCID 66690797HCID 66690797, compound

Conditions

Temperature
85 °C

Procedure

Trimethyl orthoformate (19 mL, 172 mmol) was added neat to tert-butyl 5-chloro-6-hydrazinonicotinate (1.9 g, 7.8 mmol). The mixture was heated to 85° C. After 4 h, the mixture was cooled to ambient temperature and concentrated to dryness: LC-MS [M+1]=254.1.

Workup

  1. temperaturethe mixture was cooled to ambient temperature
  2. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-860a9222978149548ad989cd76d51d3f
Source dataset
uspto-grants-2016_01
Patent number
US09238647B2

Reaction notes

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