Ammonia → HCID 178480490, compound

HRID 222097Notes

Reaction equation

HRID 222097 reaction equation
[CH3:1][N:2]1[C:13]2[C:5](=[CH:6][CH:7]=[C:8]3[C:12]=2[CH:11]=[N:10][NH:9]3)[C:4]([C:14]([OH:16])=O)=[CH:3]1.C1C=CC2N(O)N=[N:23]C=2C=1.N.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>>[CH3:1][N:2]1[C:13]2[C:12]3[C:8](=[N:9][NH:10][CH:11]=3)[CH:7]=[CH:6][C:5]=2[C:4]([C:14]([NH2:23])=[O:16])=[CH:3]1

Participants

6

Reactant 5

HCID 222AmmoniaHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 24989579HCID 24989579, compound

Product 1

HCID 178480490HCID 178480490, compoundYield 60%

Procedure

To a solution of 1-methyl-1,6-dihydro-1,6,7-triaza-as-indacene-3-carboxylic acid B2 (0.232 mmol) dry DMF (2 mL), HOBT.NH3 (0.464 mmol), TBTU (0.464 mmol) and DIEA (0.08 mL) were added. The mixture was stirred at rt for 24 h. The reaction mixture was concentrated and the residue was chromatographed on silica gel (eluant: DCM/MeOH 20:1). The title compound was obtained in 60% yield.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was chromatographed on silica gel (eluant: DCM/MeOH 20:1)

Sources & evidence

ORD record
ord-59d01f2928414330a075af79844b6265
Source dataset
uspto-grants-2012_06
Patent number
US08207180B2

Reaction notes

Loading…