Triethylamine → HCID 67021650, compound

HRID 1660985Notes

Reaction equation

HRID 1660985 reaction equation
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C.[N:32]1[C:40]2[C:35](=[N:36][CH:37]=[CH:38][CH:39]=2)[N:34]([C:41]2[CH:42]=[C:43]3[C:47](=[CH:48][CH:49]=2)[CH:46]([C:50](O)=[O:51])[CH2:45][C:44]3=[O:53])[CH:33]=1.[C:54]([C:58]1[CH:59]=[C:60]([NH2:69])[N:61]([C:63]2[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=2)[N:62]=1)([CH3:57])([CH3:56])[CH3:55]>CN(C=O)C>[C:54]([C:58]1[CH:59]=[C:60]([NH:69][C:50]([CH:46]2[C:47]3[C:43](=[CH:42][C:41]([N:34]4[C:35]5=[N:36][CH:37]=[CH:38][CH:39]=[C:40]5[N:32]=[CH:33]4)=[CH:49][CH:48]=3)[C:44](=[O:53])[CH2:45]2)=[O:51])[N:61]([C:63]2[CH:64]=[CH:65][CH:66]=[CH:67][CH:68]=2)[N:62]=1)([CH3:57])([CH3:55])[CH3:56]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 7706343-tert-butyl-1-phenyl-1H-pyrazol-5-amineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 67021572(r/s)-5-Imidazo[4,5-b]pyridine-3-yl-3-oxo-indan-1-carboxylic acid

Product 1

HCID 67021650HCID 67021650, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

HATU (46.7 mg, 0.12 mmol) and triethylamine (29.5 μL, 0.21 mmol) are added to a solution of (R/S)-5-imidazo[4,5-b]pyridine-3-yl-3-oxo-indan-1-carboxylic acid (30 mg, 0.1 mmol) in DMF (2.5 mL). The reaction is stirred at rt for 2 min then 5-tert-butyl-2-phenyl-2H-pyrazol-3-ylamine (21.5 mg, 0.1 mmol) is added. After stirring at rt for 8 h, DMF is removed in vacuo. The residue is purified by reversed phase MPLC using ACN/Water as eluant and 5-imidazo[4,5-b]pyridine-3-yl-3-oxo-indan-1-carboxylic acid (5-tert-butyl-2-phenyl-2H-pyrazol-3-yl)-amide is obtained as a white solid. Title compound: ES-MS: 491.00 [M+H]+, tR=1.6 min (System 2).

Workup

  1. stirringAfter stirring at rt for 8 h
  2. customDMF is removed in vacuo
  3. customThe residue is purified by reversed phase MPLC

Sources & evidence

ORD record
ord-84f3c78462424790b93bb7442bffda88
Source dataset
uspto-grants-2011_10
Patent number
US08030311B2

Reaction notes

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