Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → 1-(5-(2-Fluorophenyl)pyrimidin-2-yl)-N-(2-hydroxy-2-methylpropyl)-N-methyl-3-(methylsulfinyl)-1H-indole-6-carboxamide

HRID 630490Notes

Reaction equation

HRID 630490 reaction equation
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32]1[CH:33]=[N:34][C:35]([N:38]2[C:46]3[C:41](=[CH:42][CH:43]=[C:44]([C:47](O)=[O:48])[CH:45]=3)[C:40]([S:50]([CH3:52])=[O:51])=[CH:39]2)=[N:36][CH:37]=1.[CH3:53][C:54]([OH:59])([CH3:58])[CH2:55][NH:56][CH3:57]>>[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32]1[CH:33]=[N:34][C:35]([N:38]2[C:46]3[C:41](=[CH:42][CH:43]=[C:44]([C:47]([N:56]([CH2:55][C:54]([OH:59])([CH3:58])[CH3:53])[CH3:57])=[O:48])[CH:45]=3)[C:40]([S:50]([CH3:52])=[O:51])=[CH:39]2)=[N:36][CH:37]=1

Participants

4

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 134324422-Methyl-1-(methylamino)propan-2-olHCID 1186660891-(5-(2-Fluorophenyl)pyrimidin-2-yl)-3-(methylsulfinyl)-1H-indole-6-carboxylic acid

Product 1

HCID 1186662221-(5-(2-Fluorophenyl)pyrimidin-2-yl)-N-(2-hydroxy-2-methylpropyl)-N-methyl-3-(methylsulfinyl)-1H-indole-6-carboxamide

Procedure

HATU coupling of 1-(5-(2-fluorophenyl)pyrimidin-2-yl)-3-(methylsulfinyl)-1H-indole-6-carboxylic acid with 2-methyl-1-(methylamino)propan-2-ol. White solid. Yield: 110 mg

Sources & evidence

ORD record
ord-ab85c69a21824ecdb2cde5b8d66f18e5
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

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