Triethylamine → HCID 69286572, compound

HRID 2225277Notes

Reaction equation

HRID 2225277 reaction equation
[NH2:1][CH2:2][C:3]([NH:5][C@H:6]1[CH2:11][CH2:10][C@@H:9]([NH:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:8][C@H:7]1[CH2:17][OH:18])=[O:4].[F:19][C:20]([F:33])([F:32])[C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][CH:30]=1)[N:27]=[CH:26][N:25]=[C:24]2N.C(N(CC)CC)C>C(O)C>[C:13]([NH:12][C@@H:9]1[CH2:10][CH2:11][C@H:6]([NH:5][C:3](=[O:4])[CH2:2][NH:1][C:24]2[C:23]3[C:28](=[CH:29][CH:30]=[C:21]([C:20]([F:32])([F:33])[F:19])[CH:22]=3)[N:27]=[CH:26][N:25]=2)[C@H:7]([CH2:17][OH:18])[CH2:8]1)([CH3:14])([CH3:15])[CH3:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 69284661HCID 69284661, compoundHCID 69285472HCID 69285472, compound

Product 1

HCID 69286572HCID 69286572, compoundYield 22.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-amino-N-((1S,2R,4R)-4-(tert-butylamino)-2-(hydroxymethyl)cyclohexyl)acetamide (54 mg, 0.21 mmol), 6-(trifluoromethyl)quinazolin-4-amine (52 mg, 0.25 mmol), and triethylamine (25 mg, 0.25 mmol) in 3 mL of ethanol was heated at 100° C. in the microwvae for 1 hr. The reaction mixture was concentrated and the residue chromatographed on silica gel (eluting with 2-8% NH4OH/MeOH/CH2Cl2) to give 21 mg of the title compound as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue chromatographed on silica gel (eluting with 2-8% NH4OH/MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-b63902c5c5904777a08efb75ac4e0042
Source dataset
uspto-grants-2008_05
Patent number
US07378409B2

Reaction notes

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