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Hydrochloric Acid → HCID 59832329, compound

HRID 269495
Notes
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Reaction equation

HRID 269495 reaction equation
Cl[C:2]1[N:7]=[C:6]2[NH:8][CH:9]=[C:10]([C:11](=[O:21])[CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=3[F:20])[C:5]2=[CH:4][CH:3]=1.[NH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1.O.Cl>CN1C(=O)CCC1>[F:20][C:14]1[C:15]([F:19])=[CH:16][CH:17]=[CH:18][C:13]=1[CH2:12][C:11]([C:10]1[C:5]2[C:6](=[N:7][C:2]([N:22]3[CH2:26][CH2:25][CH2:24][CH2:23]3)=[CH:3][CH:4]=2)[NH:8][CH:9]=1)=[O:21]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 31268PyrrolidineHCID 598321941-(6-Chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(2,3-difluorophenyl)ethanone

Product 1

HCID 59832329HCID 59832329, compound

Reagents, catalysts & solvents 1

HCID 13387
N-methyl-2-pyrrolidone
Solvent

Procedure

A solution of 1-(6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(2,3-difluoro-phenyl)-ethanone (100 mg, 0.29 mmol) and pyrrolidine (1 mL) in NMP (2 mL) was heated in a sealed tube with microwave at 220° C. for 15 min. The solution was poured into water and 0.5N HCl was added to precipitate the product. The crude product was collected by filtration, washed with water, and dried on the pump for direct use (80 mg, 0.23 mmol, 79%). MS (ES+): m/e=342.2 (M+H); LC: 2.92 min.

Workup

  1. additionwas added
  2. customto precipitate the product
  3. filtrationThe crude product was collected by filtration
  4. washwashed with water
  5. customdried on the pump for direct use (80 mg, 0.23 mmol, 79%)
  6. custom2.92 min.

Sources & evidence

ORD record
ord-30cd9ac78b564a35b2cefdc1b16f9ac2
Source dataset
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07446199B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes