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-(1-(hydroxymethyl)cyclopropyl)-N-methyl-3-(methylsulfinyl)-1H-indole-6-carboxamide

HRID 630489Notes

Reaction equation

HRID 630489 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[N:10][C:11]([N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]([OH:25])=O)[CH:21]=3)[C:16]([S:26]([CH3:28])=[O:27])=[CH:15]2)=[N:12][CH:13]=1.Cl.[CH3:30][NH:31][C:32]1([CH2:35][OH:36])[CH2:34][CH2:33]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[N:10][C:11]([N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]([N:31]([C:32]4([CH2:35][OH:36])[CH2:34][CH2:33]4)[CH3:30])=[O:25])[CH:21]=3)[C:16]([S:26]([CH3:28])=[O:27])=[CH:15]2)=[N:12][CH:13]=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 1186660891-(5-(2-Fluorophenyl)pyrimidin-2-yl)-3-(methylsulfinyl)-1H-indole-6-carboxylic acidHCID 118666117(1-(Methylamino)cyclopropyl)methanol hydrochloride

Product 1

HCID 1186661001-(5-(2-Fluorophenyl)pyrimidin-2-yl)-N-(1-(hydroxymethyl)cyclopropyl)-N-methyl-3-(methylsulfinyl)-1H-indole-6-carboxamide

Procedure

Prepared from 1-(5-(2-fluorophenyl)pyrimidin-2-yl)-3-(methylsulfinyl)-1H-indole-6-carboxylic acid and (1-(methylamino)cyclopropyl)methanol hydrochloride under use of HATU as reagent. White solid. Yield: 42 mg

Sources & evidence

ORD record
ord-ace0e196343d49ba87005807c6b61419
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

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