Dimethylformamide → HCID 86666721, compound

HRID 2401372Notes

Reaction equation

HRID 2401372 reaction equation
[N:1](C(C1C(C2C=CC=CC=2C(C2C=CC(Cl)=CC=2)=O)=C(C)ON=1)C)=[N+:2]=[N-:3].CN(C=O)C.C(#N)C.[Cl:35][C:36]1[CH:41]=[CH:40][C:39]([C:42]([C:44]2[C:45]([F:58])=[N:46][CH:47]=[CH:48][C:49]=2[C:50]2[C:51]([CH3:57])=[N:52][O:53][C:54]=2[CH2:55]O)=[O:43])=[CH:38][CH:37]=1>O>[N:1]([CH2:55][C:54]1[O:53][N:52]=[C:51]([CH3:57])[C:50]=1[C:49]1[CH:48]=[CH:47][N:46]=[C:45]([F:58])[C:44]=1[C:42]([C:39]1[CH:38]=[CH:37][C:36]([Cl:35])=[CH:41][CH:40]=1)=[O:43])=[N+:2]=[N-:3]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6342AcetonitrileHCID 67814319HCID 67814319, compoundHCID 86666719HCID 86666719, compound

Product 1

HCID 86666721HCID 86666721, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A procedure similar to the synthesis of (2-(3-(1-azidoethyl)-5-methylisoxazol-4-yl)phenyl)(4-chlorophenyl)methanone in Example 16 was followed, except that DMF was substituted by a mixture of acetonitrile and water; and that (4-Chlorophenyl)(2-fluoro-4-(5-(hydroxymethyl)-3-methylisoxazol-4-yl)pyridin-3-yl)methanone was used as starting material. LC/MS m/z 372 [M+H]+.

Sources & evidence

ORD record
ord-fd49a5b33e514580944b63023d312a3f
Source dataset
uspto-grants-2014_08
Patent number
US08796261B2

Reaction notes

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