3-Hydroxyazetidine hydrochloride → HCID 71598994, compound

HRID 926745Notes

Reaction equation

HRID 926745 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]([OH:25])=O)=[C:16]2[C:15]=1[F:26].Cl.[NH:28]1[CH2:31][CH:30]([OH:32])[CH2:29]1>>[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]([N:28]3[CH2:31][CH:30]([OH:32])[CH2:29]3)=[O:25])=[C:16]2[C:15]=1[F:26]

Participants

3

Reactant 2

HCID 27592903-Hydroxyazetidine hydrochlorideHCID 89618873HCID 89618873, compound

Product 1

HCID 71598994HCID 71598994, compound

Procedure

The title compound was prepared by the method substantially similar to that mentioned in Example-12, using (R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxylic acid (prepared by the method mentioned in the Example 248) and 3-azetidinol hydrochloride 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 12 mg of the title compound.

Workup

  1. customprepared by the method
  2. customto afford the crude compound

Sources & evidence

ORD record
ord-f2b0c7a02b324940a593e013eae30456
Source dataset
uspto-grants-2016_03
Patent number
US09289419B2

Reaction notes

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