Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 71075200, compound

HRID 2170659Notes

Reaction equation

HRID 2170659 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:20]([O:23][C@@H:24]([CH3:29])[C:25]([O:27][CH3:28])=[O:26])=[CH:19][C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][C:10]([C:14](O)=[O:15])=[CH:11][CH:12]=2)[C:7]([CH3:17])=[C:6]1[CH3:18].Cl.[CH:31]([C:34]1[CH:35]=[C:36]([C@@H:40]([NH2:42])[CH3:41])[CH:37]=[CH:38][CH:39]=1)([CH3:33])[CH3:32].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.CCN(C(C)C)C(C)C>[Cl:1][C:2]1[CH:22]=[CH:21][C:20]([O:23][C@@H:24]([CH3:29])[C:25]([O:27][CH3:28])=[O:26])=[CH:19][C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][C:10]([C:14](=[O:15])[NH:42][C@H:40]([C:36]3[CH:37]=[CH:38][CH:39]=[C:34]([CH:31]([CH3:33])[CH3:32])[CH:35]=3)[CH3:41])=[CH:11][CH:12]=2)[C:7]([CH3:17])=[C:6]1[CH3:18]

Participants

6

Reactant 3

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 71075618HCID 71075618, compoundHCID 86674569HCID 86674569, compound

Product 1

HCID 71075200HCID 71075200, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 81531DiisopropylethylamineSolvent

Procedure

The (S)-1-(2-chloro-5-((1-methoxy-1-oxopropan-2-yl)oxy)benzyl)-2,3-dimethyl-1H-indole-5-carboxylic acid (71 mg, 0.17 mmol), the (S)-1-(3-isopropylphenyl)ethanamine hydrochloride (53 mg, 0.27 mmol) and HATU (88 mg, 0.23 mmol) were dissolved in DMF (3 mL) and DIEA (0.15 mL). It was stirred for 15 h. The solution was filtered and purified by preparative HPLC.

Workup

  1. filtrationThe solution was filtered
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-b2ff93f7ab094795a37e491c605e7116
Source dataset
uspto-grants-2015_06
Patent number
US09051265B2

Reaction notes

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