Pyrazole → HCID 178522628, compound

HRID 2220760Notes

Reaction equation

N1[CH:5]=[CH:4]C=N1.ClC1C=[CH:22][CH:21]=[CH:20][C:8]=1[C:9]([NH:11][C:12]1N[N:15]=[C:14](C(O)=O)[CH:13]=1)=O.[B-](F)(F)(F)F.[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+]([F:44])(CC2)C1.O=[C:46]1NC2C=CC=CC=2C(C2C=CC=CC=2)=N[CH:47]1[NH:63][C:64]([C:66]1[C:70](C)=[C:69]([NH:72][C:73](=[O:81])[C:74]2[CH:79]=[CH:78][CH:77]=[CH:76][C:75]=2[Cl:80])[N:68](C2C=CC=CN=2)[N:67]=1)=[O:65]>>[N:11]1([C:12]2[CH:13]=[CH:14][N:15]=[CH:5][CH:4]=2)[CH2:9][CH2:8][CH:20]([CH2:46][CH2:47][NH:63][C:64]([C:66]2[C:70]([F:44])=[C:69]([NH:72][C:73](=[O:81])[C:74]3[CH:79]=[CH:78][CH:77]=[CH:76][C:75]=3[Cl:80])[NH:68][N:67]=2)=[O:65])[CH2:21][CH2:22]1

Participants

Reactant 4

HCID 1048Pyrazole

HCID 2724933Selectfluor

HCID 598122274-Methyl-5-(2-chloro-benzoylamino)-1-(pyridine-2-yl)-pyrazole-3-carboxylic acid(2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)amide

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-f8131e8d666b49bd98eb8c53019e3096
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07417152B2

Reaction notes

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