O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → HCID 178508983, compound

HRID 2042837Notes

Reaction equation

HRID 2042837 reaction equation
[F:1][C:2]([F:11])([F:10])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH2:9])[CH2:5][CH2:4]1.[OH:12][CH2:13][CH2:14][O:15][C:16]1[N:24]=[C:23]([NH2:25])[C:22]([N+:26]([O-:28])=[O:27])=[CH:21][C:17]=1[C:18](O)=[O:19].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>>[F:1][C:2]([F:10])([F:11])[C@H:3]1[CH2:4][CH2:5][C@H:6]([NH:9][C:18](=[O:19])[C:17]2[CH:21]=[C:22]([N+:26]([O-:28])=[O:27])[C:23]([NH2:25])=[N:24][C:16]=2[O:15][CH2:14][CH2:13][OH:12])[CH2:7][CH2:8]1

Participants

4

Reactant 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 667651902-(2-Hydroxy-ethoxy)-6-amino-5-nitro-nicotinic acidHCID 178511531HCID 178511531, compound

Product 1

HCID 178508983HCID 178508983, compound

Procedure

trans-4-Trifluoromethyl-cyclohexylamine (285 mg, 1.40 mmol) and TEA (410 μl) are added successively to a mixture of 2-(2-hydroxy-ethoxy)-6-amino-5-nitro-nicotinic acid (360 mg, 1.33 mmol), TBTU (285 mg, 1.33 mmol) and TEA (195 μl) and it is stirred for 1.5 h. The mixture is concentrated filtered and purified via chromatography.

Workup

  1. concentrationThe mixture is concentrated
  2. filtrationfiltered
  3. custompurified via chromatography

Sources & evidence

ORD record
ord-7bf69942637d43a795079e17577c6810
Source dataset
uspto-grants-2013_11
Patent number
US08586604B2

Reaction notes

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