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2-{1-[(6-fluoro-2-pyridinyl)methyl]-1H-pyrazol-3-yl}-1H-isoindole-1,3(2H)-dione → 1-[(6-fluoro-2-pyridinyl)methyl]-1H-pyrazol-3-amine

HRID 522617
Notes
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Reaction equation

HRID 522617 reaction equation
FC1C(CN2C=CC(N)=N2)=CC=CN=1.[F:15][C:16]1[N:21]=[C:20]([CH2:22][N:23]2[CH:27]=[CH:26][C:25]([N:28]3C(=O)C4C(=CC=CC=4)C3=O)=[N:24]2)[CH:19]=[CH:18][CH:17]=1>>[F:15][C:16]1[N:21]=[C:20]([CH2:22][N:23]2[CH:27]=[CH:26][C:25]([NH2:28])=[N:24]2)[CH:19]=[CH:18][CH:17]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 866916122-{1-[(6-fluoro-2-pyridinyl)methyl]-1H-pyrazol-3-yl}-1H-isoindole-1,3(2H)-dioneHCID 866916131-[(2-fluoro-3-pyridinyl)methyl]-1H-pyrazol-3-amine

Product 1

HCID 866916141-[(6-fluoro-2-pyridinyl)methyl]-1H-pyrazol-3-amineYield 89.6%

Procedure

Title compound was prepared by a method analogous to that described for Intermediate 47, replacing Intermediate 46 with Intermediate 45 (90 mg, 0.279 mmol) to yield the title compound (48 mg, 0.250 mmol, 48% yield). 1H NMR (300 MHz, CDCl3) δ ppm: 7.73 (q, 1H), 7.30 (d, 1H), 6.89 (dd, 1H), 6.83 (dd, 1H), 5.67 (d, 1H), 5.16 (s, 2H), 2.87 (br s, 2H). [ES+MS] m/z 192 (MH+).

Workup

  1. custom
Title compound was prepared by a method analogous to

Sources & evidence

ORD record
ord-6faa241507ed43048f3c6139b57ace6f
Source dataset
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09334265B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes