Pyrazole → HCID 178522628, compound

HRID 2114306Notes

Reaction equation

N1C=CC=N1.[Cl:6][C:7]1[CH:23]=[CH:22][CH:21]=[CH:20][C:8]=1[C:9]([NH:11][C:12]1[NH:16][N:15]=[C:14]([C:17]([OH:19])=O)[CH:13]=1)=[O:10].[B-](F)(F)(F)F.[B-](F)(F)(F)[F:30].[CH2:34]1[N+]2(CCl)CC[N+:36](F)([CH2:37][CH2:38]2)[CH2:35]1.N1C=CC=N[C:46]=1[N:51]1[CH2:56][CH2:55][CH:54]([CH2:57][CH2:58][NH2:59])[CH2:53][CH2:52]1>>[N:51]1([C:46]2[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=2)[CH2:52][CH2:53][CH:54]([CH2:57][CH2:58][NH:59][C:17]([C:14]2[C:13]([F:30])=[C:12]([NH:11][C:9](=[O:10])[C:8]3[CH:20]=[CH:21][CH:22]=[CH:23][C:7]=3[Cl:6])[NH:16][N:15]=2)=[O:19])[CH2:55][CH2:56]1

Participants

Reactant 4

HCID 1048Pyrazole

HCID 2724933Selectfluor

HCID 220278052-(1-Pyrimidin-2-yl-piperidin-4-yl)ethylamine

HCID 178524563HCID 178524563, compound

Product 1

HCID 178522628HCID 178522628, compound

Procedure

The pyrazole acid, prepared using compound 23 and SELECTFLUOR™ (Aldrich, 43,947-9) using a procedure similar to that described in Katoch-Rouse, R. et al., J. Med. Chem. 2003, 46, 642, was coupled to 2-(1-pyrimidin-2-yl-piperidin-4-yl)ethylamine (prepared as described in Procedure 14) using the method of Procedure 10.

Sources & evidence

ORD record: ord-07b8a5cc3c274562b4dcbe15a20d67ec
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07432379B2

Reaction notes

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