Triethylamine → HCID 86598415, compound

HRID 2247357Notes

Reaction equation

HRID 2247357 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-fbc1b5656c0f458cb9436af848db5656
Source dataset
uspto-grants-2010_03
Patent number
US07687637B2

Reaction notes

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