Pyrazole → HCID 59773336, compound

HRID 2220767Notes

Reaction equation

HRID 2220767 reaction equation
N1C=[CH:4][CH:3]=N1.C(OC(C1C=C(N)N([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)N=1)=O)C.CC1[CH2:30][CH2:29][CH2:28][CH2:27][CH:26]1[NH:31][C:32]([C:34]1[C:38]([Br:39])=[C:37]([NH:40][C:41](=[O:49])[C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=2[Cl:48])[NH:36][N:35]=1)=[O:33].Cl.FC1C=CC(NN)=CC=1.N[C:61]1[N:65]([C:66](OC(C)(C)C)=O)[N:64]=[C:63]([C:73](OC)=O)[CH:62]=1.O=C1NC2C=CC=CC=2C(C2C=CC=CC=2)=NC1NC(C1C(C)=C(NC(=O)C2C=CC=CC=2Cl)N(C2C=CC=CN=2)N=1)=O>>[N:64]1([C:63]2[CH:62]=[CH:61][N:65]=[CH:66][CH:73]=2)[CH2:30][CH2:29][CH:28]([CH2:27][CH2:26][NH:31][C:32]([C:34]2[C:38]([Br:39])=[C:37]([NH:40][C:41](=[O:49])[C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=3[Cl:48])[N:36]([C:17]3[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=3)[N:35]=2)=[O:33])[CH2:4][CH2:3]1

Participants

7

Reactant 6

HCID 1048PyrazoleHCID 699814-Fluorophenylhydrazine hydrochlorideHCID 14994510Ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-3-carboxylateHCID 597733355-Amino-1-tert-butoxycarbonyl-3-methoxycarbonylpyrazoleHCID 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)amideHCID 178424381HCID 178424381, compound

Product 1

HCID 59773336HCID 59773336, compound

Procedure

The pyrazole acid, prepared as described in Procedure 8 using 5-amino-1-(4-fluorophenyl)-1H-pyrazole-3-carboxylic acid ethyl ester prepared as described for compound 188 in Procedure 41 using 4-fluorophenylhydrazine hydrochloride) in place of compound 20, was coupled to 2-(3,4,5,6-tetrahydro-2H-[1,4′]bipyridin-4-yl)ethylamine (prepared as described in Procedure 14) using the method of Procedure 10.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-60e7487cb5f6407fbeb3dede04d44bdc
Source dataset
uspto-grants-2008_08
Patent number
US07417152B2

Reaction notes

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