Ammonia → HCID 86668079, compound

HRID 538371Notes

Reaction equation

HRID 538371 reaction equation
C(O[C:4](=[O:35])[C:5]([O:10][CH2:11][C:12]([C:27]1[C:32]([F:33])=[CH:31][N:30]=[C:29]([Br:34])[CH:28]=1)([NH:14][S:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[N+:24]([O-:26])=[O:25])(=[O:17])=[O:16])[CH3:13])([CH2:8][F:9])[CH2:6][F:7])C.[NH3:36].N.CO>CO>[Br:34][C:29]1[CH:28]=[C:27]([C:12]([NH:14][S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[N+:24]([O-:26])=[O:25])(=[O:16])=[O:17])([CH3:13])[CH2:11][O:10][C:5]([CH2:6][F:7])([CH2:8][F:9])[C:4]([NH2:36])=[O:35])[C:32]([F:33])=[CH:31][N:30]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 21705897Ammonia methanolHCID 86668080HCID 86668080, compound

Product 1

HCID 86668079HCID 86668079, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-[2-(2-bromo-5-fluoro-pyridin-4-yl)-2-(2-nitro-benzenesulfonylamino)-propoxy]-3-fluoro-2-fluoromethyl-propionic acid ethyl ester (970 mg, 1.660 mmol) and 7M NH3 in MeOH (10 ml) was stirred in a in a sealed glass vial at 55° C. for 20 h. Another 3 ml of 7N NH3/MeOH were added and stirring was continued for 16 h at 55° C. The reaction mixture was concentrated and yielded the title compound as a yellow solid that was used in the next step without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-6ea8bcbbed18400189c2274a2ceb717b
Source dataset
uspto-grants-2014_10
Patent number
US08865712B2

Reaction notes

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