Aluminium lithium hydride → HCID 178430916, compound

HRID 2094229Notes

Reaction equation

HRID 2094229 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[C:13]([C:19]([NH:21][NH2:22])=O)=[N:14][CH:15]=[C:16]([Cl:18])[CH:17]=2)(=[O:10])=[O:9])=[CH:4][C:3]=1[C:23]([F:26])([F:25])[F:24].[NH2:27][C:28]1[C:32]([CH2:33]O)=[CH:31][NH:30][N:29]=1.N[C:36]1C(C(OCC)=O)=CNN=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[C:13]([C:19]3[N:27]([C:28]4[C:32]([CH3:33])=[CH:31][NH:30][N:29]=4)[CH:36]=[N:22][N:21]=3)=[N:14][CH:15]=[C:16]([Cl:18])[CH:17]=2)(=[O:10])=[O:9])=[CH:4][C:3]=1[C:23]([F:26])([F:25])[F:24]

Participants

6

Reactant 4

HCID 21226445Aluminium lithium hydrideHCID 59216810HCID 59216810, compoundHCID 178469928HCID 178469928, compoundHCID 178509266HCID 178509266, compound

Product 1

HCID 178430916HCID 178430916, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The titled compound was prepared according to general Method B using 4-chloro-N-(2-(hydrazinecarbonyl)-5-chloropyridin-3-yl)-3-(trifluoromethyl)benzenesulfonamide and 3-amino-4-hydroxymethylpyrazole ((MS, 409 [M+H]+, which was generated in situ by reduction of ethyl 3-amino-1H-pyrazole-4-carboxylate using LAH in THF): 1H NMR (400 MHz, CDCl3) δ 8.28 (s, 1H), 8.16 (d, 1H), 8.13 (d, 1H), 7.97 (d, 1H), 7.94 (dd, 1H), 7.56 (d, 1H), 7.42 (d. 1H), 1.65 (s, 3H). MS (ES) [M+H]+ expected 518.0. found 518.0.

Sources & evidence

ORD record
ord-b6972eed21224a4f84fb472fc0f776fc
Source dataset
uspto-grants-2013_05
Patent number
US08445518B2

Reaction notes

Loading…