HCID 19786504, compound → HCID 19786507, compound

HRID 1657164Notes

Reaction equation

HRID 1657164 reaction equation
[F:1][C:2]([F:33])([F:32])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([N:12]2[CH2:16][CH:15]([NH:17][CH2:18][CH2:19][CH3:20])[C:14]([C:21]3[CH:26]=[CH:25][C:24]([O:27][CH:28]([F:30])[F:29])=[C:23]([CH3:31])[CH:22]=3)=[N:13]2)=[O:11])=[CH:5][CH:4]=1>[H-].C([Al+]CC(C)C)C(C)C>[F:33][C:2]([F:1])([F:32])[C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10]([N:12]2[CH2:16][CH:15]([NH:17][CH2:18][CH2:19][CH3:20])[CH:14]([C:21]3[CH:26]=[CH:25][C:24]([O:27][CH:28]([F:29])[F:30])=[C:23]([CH3:31])[CH:22]=3)[NH:13]2)=[O:11])=[CH:7][CH:8]=1

Participants

3

Reactant 1

HCID 19786504HCID 19786504, compound

Product 1

HCID 19786507HCID 19786507, compoundYield 57.7%

Reagents, catalysts & solvents 1

HCID 21225700DiisobutylaluminumhydrideSolvent

Procedure

By substantially following the procedure given in Example 19i using 1.0 g (2.2 mmole) of N-(4-trifluoromethylphenyl)-3-(4-difluoromethoxy-3-methylphenyl)-4-propylamino-4,5-dihydro-1H-pyrazole-1-carboxamide (Example 29b) and 10 ml of 1.0M diisobutylaluminum hydride one obtains 0.6 g of N-(4-trifluoromethylphenyl)-3-(4-difluoromethoxy-3-methylphenyl)-4-propylamino-2,3,4,5-tetrahydro-1H-pyrazole-1-carboxamide, an oil. NMR 0.9 t 3H, 2.5 m 2H, 2.3 s 3H, 2.6 t 2H, 3.5 bd 2H, 3.7 m 1H, 4.0 m 2H, 4.8 bm 1H, 6.4 t 1H, 7.1 m 3H, 7.4 m 4H, 8.3 s 1H.

Sources & evidence

ORD record
ord-b6675091ad4e4b9a9f3537113c49cb01
Source dataset
uspto-grants-1993_10
Patent number
US05256670

Reaction notes

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