Triethylamine → HCID 86722713, compound

HRID 1480497Notes

Reaction equation

HRID 1480497 reaction equation
[CH2:1]([N:8]1[CH:12]=[C:11]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=O)[N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:23]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C.O.C(OCC)(=O)C>[CH2:1]([N:8]1[CH:12]=[C:11]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([NH:21][CH:22]2[CH2:23][CH2:24][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:26][CH2:27]2)=[O:20])[N:10]=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

8

Reactant 4

HCID 8471TriethylamineHCID 12682914-Amino-1-Boc-piperidineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 86722712HCID 86722712, compound

Product 1

HCID 86722713HCID 86722713, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

6-(1-Benzyl-1H-1,2,3-triazol-4-yl)hexanoic acid (100 mg, 0.366 mmol), tert-butyl 4-aminopiperidine-1-carboxylate (81 mg, 0.402 mmol), HATU (278 mg, 0.732 mmol) and triethylamine (153 μl, 1.098 mmol) were dissolved in DMF (1220 μl) to give an orange solution. The reaction mixture was stirred at RT for 72 hrs, then concentrated under reduced pressure to yield a slurry. This was diluted with water and ethyl acetate. The organics were separated and washed with water, then concentrated under reduced pressure to yield the title compound.

Workup

  1. customto give an orange solution
  2. concentrationconcentrated under reduced pressure
  3. customto yield a slurry
  4. customThe organics were separated
  5. washwashed with water
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-98f8d2fa80694b0ca3d97454f744119d
Source dataset
uspto-grants-2016_08
Patent number
US09409895B2

Reaction notes

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