Methylamine tetrahydrofuran → HCID 68664434, compound

HRID 452824Notes

Reaction equation

HRID 452824 reaction equation
[F:1][CH:2]([F:28])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14]3[CH:15]=[C:16]([C:19]4[O:20][C:21](S(C)(=O)=O)=[N:22][N:23]=4)[CH:17]=[CH:18][C:13]=3[N:12]=[CH:11]2)=[CH:6][CH:5]=1.[CH3:29][NH2:30].O1CCCC1>CN1CCCC1=O>[F:1][CH:2]([F:28])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14]3[CH:15]=[C:16]([C:19]4[O:20][C:21]([NH:30][CH3:29])=[N:22][N:23]=4)[CH:17]=[CH:18][C:13]=3[N:12]=[CH:11]2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 66615946Methylamine tetrahydrofuranHCID 68663919HCID 68663919, compound

Product 1

HCID 68664434HCID 68664434, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In the same manner as in Example 433 and using 1-[4-(difluoromethoxy)phenyl]-6-[5-(methylsulfonyl)-1,3,4-oxadiazol-2-yl]-1H-benzimidazole instead of 6-[5-(methylsulfonyl)-1,3,4-oxadiazol-2-yl]-1-[4-(trifluoromethoxy)phenyl]-1H-benzimidazole, using 2M methylamine-tetrahydrofuran solution instead of sodium methoxide, and using 1-methyl-2-pyrrolidone instead of N,N-dimethylformamide, the title compound (yield 67%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-ef360b6f77594e988cc93390b9869e8d
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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