Aluminium lithium hydride → HCID 57505437, compound

HRID 1663644Notes

Reaction equation

HRID 1663644 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][C:9]=1[NH:15][C:16]([C:18]1[N:22]([CH3:23])[N:21]=[C:20]([CH3:24])[CH:19]=1)=O>O1CCCC1>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][C:9]=1[NH:15][CH2:16][C:18]1[N:22]([CH3:23])[N:21]=[C:20]([CH3:24])[CH:19]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 57505438HCID 57505438, compound

Product 1

HCID 57505437HCID 57505437, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In the same manner as in Reference Example 23 and using 3-amino-4-chlorophenol (920 mg, 6.4 mmol), 1,3-dimethyl-1H-pyrazole-5-carbonylchloride (1170 mg, 7.4 mmol) and N,N-dimethylacetamide (13 mL) as starting materials, N-(2-chloro-5-hydroxyphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide (1190 mg, 4.5 mmol) was obtained. Using lithium aluminum hydride (1060 mg, 22 mmol), N-(2-chloro-5-hydroxyphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide (1190 mg, 4.5 mmol) and tetrahydrofuran (40 mL) as starting materials, the title compound (810 mg, 72%) was obtained as a brown solid.

Sources & evidence

ORD record
ord-49c51cdc55a94fdc99d19951e06a0760
Source dataset
uspto-grants-2011_10
Patent number
US08034812B2

Reaction notes

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