HCID 178522426, compound → 2-chloro-6-fluoro-N-[3-(5-morpholin-4-ylmethyl-1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-benzamide

HRID 1012096Notes

Reaction equation

HRID 1012096 reaction equation
[Cl:1][C:2]1[CH:31]=[CH:30][CH:29]=[C:28](Cl)[C:3]=1[C:4]([NH:6][C:7]1[C:8]([C:12]2[NH:16][C:15]3[CH:17]=[CH:18][C:19]([CH2:21][N:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)=[CH:20][C:14]=3[N:13]=2)=[N:9][NH:10][CH:11]=1)=[O:5].ClC1C=CC=C([F:51])C=1C(NC1C(C(O)=O)=NNC=1)=O>>[Cl:1][C:2]1[CH:31]=[CH:30][CH:29]=[C:28]([F:51])[C:3]=1[C:4]([NH:6][C:7]1[C:8]([C:12]2[NH:16][C:15]3[CH:17]=[CH:18][C:19]([CH2:21][N:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)=[CH:20][C:14]=3[N:13]=2)=[N:9][NH:10][CH:11]=1)=[O:5]

Participants

3

Reactant 2

HCID 178522426HCID 178522426, compoundHCID 1785249534-(2-Chloro-6-fluorobenzamido)-1H-pyrazole-5-carboxylic acid

Product 1

HCID 1785224272-chloro-6-fluoro-N-[3-(5-morpholin-4-ylmethyl-1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-benzamide

Procedure

The compound was prepared in a manner analogous to 2,6-dichloro-N-[3-(5-morpholin-4-ylmethyl-1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-benzamide (Example 94E), but using 4-(2-chloro-6-fluoro-benzoylamino)-1H-pyrazole-3-carboxylic acid, to give 2-chloro-6-fluoro-N-[3-(5-morpholin-4-ylmethyl-1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-benzamide (37 mg) as a pink solid. (LC/MS: Rt 2.04, [M+H]+ 455.18).

Sources & evidence

ORD record
ord-6abfb5292d9d44b788939ff7712bc843
Source dataset
uspto-grants-2011_07
Patent number
US07977477B2

Reaction notes

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