Ammonia → HCID 68435207, compound

HRID 1867385Notes

Reaction equation

HRID 1867385 reaction equation
C[O:2][C:3](=O)[CH2:4][O:5][C:6]1[CH:7]=[N:8][C:9]([CH2:12][OH:13])=[CH:10][CH:11]=1.COC(=O)CCl.FC(F)(F)C(OC(=O)C(F)(F)F)=O.[NH3:34]>CO>[OH:13][CH2:12][C:9]1[N:8]=[CH:7][C:6]([O:5][CH2:4][C:3]([NH2:34])=[O:2])=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 7295Methyl chloroacetateHCID 9845Trifluoroacetic anhydrideHCID 68435108HCID 68435108, compound

Product 1

HCID 68435207HCID 68435207, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.25 g (6.35 mmol) of (6-Hydroxymethyl-pyridin-3-yloxy)-acetic acid methyl ester (prepared from 6-methyl-pyridin-3-ol by reaction with: 1) Chloro-acetic acid methyl ester, 2) m-Cl-perbenzoic acid and 3) trifluoroacetic acid anhydride) was treated with 31 ml 7M NH3 in MeOH for 2.5 h at RT. The suspension was evaporated to give 1.19 g (100%) of the title compound as a white solid. MS: 183.3 (MH+).

Workup

  1. customThe suspension was evaporated

Sources & evidence

ORD record
ord-74f8e450b0db4f07839d96e7d4ea72d5
Source dataset
uspto-grants-2009_12
Patent number
US07632829B2

Reaction notes

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