Triethylamine → HCID 86598415, compound

HRID 1092976Notes

Reaction equation

HRID 1092976 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:15][C:14]([NH2:16])=[N:13][C:12]=2[CH3:17])=[CH:7][CH:6]=1)(=[O:4])=[O:3].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[N:42]1([CH2:47][C:48](O)=[O:49])[CH:46]=[N:45][N:44]=[N:43]1.C(N(CC)CC)C>C(Cl)Cl>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[S:15][C:14]([NH:16][C:48](=[O:49])[CH2:47][N:42]3[CH:46]=[N:45][N:44]=[N:43]3)=[N:13][C:12]=2[CH3:17])=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 5432071-Tetrazolylacetic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 57473751HCID 57473751, compound

Product 1

HCID 86598415HCID 86598415, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-(4-Methanesulfonyl-phenyl)-4-methyl-thiazol-2-ylamine (Example 58) (0.08 g, 0.3 mmol) is added to a solution of HATU (0.113 g, 0.3 mmol) and 1-tetrazole acetic acid (0.039 g, 0.31 mmol) in DCM. Triethylamine (0.104 ml, 0.75 mmol) is then added and the reaction mixture is left to stir at room temperature overnight. The product is purified by chromatography on silica eluting with methanol—DCM (96:4) to give the titled compound.

Workup

  1. waitthe reaction mixture is left
  2. customThe product is purified by chromatography on silica eluting with methanol—DCM (96:4)

Sources & evidence

ORD record
ord-efd53df8c189413d8c4e6313aa5160d9
Source dataset
uspto-grants-2012_03
Patent number
US08129541B2

Reaction notes

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