2-(difluoromethyl)-1H-1,3-benzodiazole → HCID 22036899, compound

HRID 1789780Notes

Reaction equation

HRID 1789780 reaction equation
FC(F)C1NC2C=CC=CC=2N=1.FC(F)C1N(C2N=C(N3CCOCC3)C=C(N3CCOCC3)N=2)C2C=CC([N+]([O-])=O)=CC=2N=1.[F:46][CH:47]([F:78])[C:48]1[N:52]([C:53]2[N:58]=[C:57]([N:59]3[CH2:64][CH2:63][O:62][CH2:61][CH2:60]3)[CH:56]=[C:55]([N:65]3[CH2:70][CH2:69][O:68][CH2:67][CH2:66]3)[N:54]=2)[C:51]2[CH:71]=[C:72]([N+:75]([O-])=O)[CH:73]=[CH:74][C:50]=2[N:49]=1>>[NH2:75][C:72]1[CH:73]=[CH:74][C:50]2[N:49]=[C:48]([CH:47]([F:46])[F:78])[N:52]([C:53]3[N:58]=[C:57]([N:59]4[CH2:64][CH2:63][O:62][CH2:61][CH2:60]4)[CH:56]=[C:55]([N:65]4[CH2:70][CH2:69][O:68][CH2:67][CH2:66]4)[N:54]=3)[C:51]=2[CH:71]=1

Participants

4

Reactant 3

HCID 5977032-(difluoromethyl)-1H-1,3-benzodiazoleHCID 220368682-(2-Difluoromethyl-6-nitrobenzimidazol-1-yl)-4,6-dimorpholinopyrimidineHCID 220368862-(2-Difluoromethyl-5-nitrobenzimidazol-1-yl)-4,6-dimorpholinopyrimidine

Product 1

HCID 22036899HCID 22036899, compoundYield 88%

Procedure

In accordance with the procedure of the Example 1 except that 2-difluoromethylbenzimidazole in (1) of the Example 1 was replaced by 2-difluoro-6-nitrobenzimidazole, a mixture of 2-(2-difluoromethyl-5-nitrobenzimidazol-1-yl)-4,6-dimorpholinopyrimidine with 2-(2-difluoromethyl-6-nitrobenzimidazol-1-yl)-4,6-dimorpholinopyrimidine was obtained. In accordance with the procedure of (3) of the Example 8, using 0.92 g (2.0 mmol) of this mixture, 0.76 g (yield: 88%) of the titled compound was obtained as colorless crystals.

Workup

  1. customwas obtained

Sources & evidence

ORD record
ord-ded3e55de6ba4c58b7ab83aa957d0d54
Source dataset
uspto-grants-2006_07
Patent number
US07071189B2

Reaction notes

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