Ammonium Chloride → HCID 89619025, compound

HRID 926744Notes

Reaction equation

HRID 926744 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C@H:9]1[CH2:13][CH2:12][CH2:11][N:10]1[C:14]1[CH:19]=[CH:18][N:17]2[N:20]=[CH:21][C:22]([C:23](O)=[O:24])=[C:16]2[C:15]=1[F:26].[NH2:27][CH:28]1[CH2:33][CH2:32][C:31]([CH2:35][OH:36])([OH:34])[CH2:30][CH2:29]1.[Cl-].[NH4+]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C@H:9]1[CH2:13][CH2:12][CH2:11][N:10]1[C:14]1[CH:19]=[CH:18][N:17]2[N:20]=[CH:21][C:22]([C:23]([NH:27][CH:28]3[CH2:33][CH2:32][C:31]([OH:34])([CH2:35][OH:36])[CH2:30][CH2:29]3)=[O:24])=[C:16]2[C:15]=1[F:26]

Participants

4

Reactant 3

HCID 25517Ammonium ChlorideHCID 55284823HCID 55284823, compoundHCID 89618873HCID 89618873, compound

Product 1

HCID 89619025HCID 89619025, compound

Procedure

The title compound was prepared by the method similar to that mentioned in Example-6, using (R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxylic acid and 4-amino-1-(hydroxymethyl)cyclohexanol (instead of ammonium chloride) to afford the crude compound. The crude compound was purified by Preparative TLC (using Silicagel GF254, 1000 u coated 20×20 cm dimension glass plate and 100% EtOAc as eluent) to afford 15 mg of the title compound.

Workup

  1. customto afford the crude compound

Sources & evidence

ORD record
ord-b5dcc39912794a51b24a939d35f2645a
Source dataset
uspto-grants-2016_03
Patent number
US09289419B2

Reaction notes

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