Diisopropylethylamine → HCID 117731462, compound

HRID 60969Notes

Reaction equation

HRID 60969 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N:11]2[CH:15]=[N:14][C:13]([C:16]([F:19])([F:18])[F:17])=[N:12]2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[CH3:20][C@@H:21]1[CH2:26][CH2:25][CH2:24][NH:23][C@@H:22]1[CH2:27][NH:28][C:29](=[O:35])[O:30][C:31]([CH3:34])([CH3:33])[CH3:32].CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C(Cl)Cl>[CH3:20][C@@H:21]1[CH2:26][CH2:25][CH2:24][N:23]([C:7](=[O:9])[C:6]2[CH:10]=[C:2]([CH3:1])[CH:3]=[CH:4][C:5]=2[N:11]2[CH:15]=[N:14][C:13]([C:16]([F:19])([F:18])[F:17])=[N:12]2)[C@@H:22]1[CH2:27][NH:28][C:29](=[O:35])[O:30][C:31]([CH3:34])([CH3:33])[CH3:32]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 89748212tert-butyl (((2S,3R)-3-methylpiperidin-2-yl)methyl)carbamateHCID 1177282305-methyl-2-(3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl)benzoic acid

Product 1

HCID 117731462HCID 117731462, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a mixture of 5-methyl-2-(3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl)benzoic acid (0.24 g, 0.869 mmol), tert-butyl (((2S,3R)-3-methylpiperidin-2-yl)methyl)carbamate (0.22 g, 0.96 mmol) and DIPEA (0.3 mL, 1.738 mmol) in DCM (20 mL) was added HATU (0.33 g, 0.869 mmol). The mixture was stirred at rt for 1 h. The mixture was diluted with DCM and was washed with satd. NaHCO3 and brine and dried over Na2SO4. The solvent was removed in vacuo to obtain the title compound with no further purification for next step. ESI-MS (m/z): 482 [M+1]+.

Workup

  1. washwas washed with satd
  2. dry with materialNaHCO3 and brine and dried over Na2SO4
  3. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-ffe41e05a3a04f38bc2da63e2ca42674
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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