tert-Butyl 2-[4-(4,4,4-trifluoro-3-oxobutanoyl)-phenoxy]ethylcarbamate → tert-Butyl 2-{4-[1-(1,3-benzodioxol-5-yl)-3-(trifluoro-methyl)-1H-pyrazol-5-yl]phenoxy}ethylcarbamate

HRID 351224Notes

Reaction equation

HRID 351224 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3](=O)[CH2:4][C:5]([C:7]1[CH:23]=[CH:22][C:10]([O:11][CH2:12][CH2:13][NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:9][CH:8]=1)=O.Cl.[O:28]1[C:32]2[CH:33]=[CH:34][C:35]([NH:37][NH2:38])=[CH:36][C:31]=2[O:30][CH2:29]1>>[O:28]1[C:32]2[CH:33]=[CH:34][C:35]([N:37]3[C:5]([C:7]4[CH:23]=[CH:22][C:10]([O:11][CH2:12][CH2:13][NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:9][CH:8]=4)=[CH:4][C:3]([C:2]([F:26])([F:25])[F:1])=[N:38]3)=[CH:36][C:31]=2[O:30][CH2:29]1

Participants

3

Reactant 2

HCID 21091173tert-Butyl 2-[4-(4,4,4-trifluoro-3-oxobutanoyl)-phenoxy]ethylcarbamateHCID 22291622(2H-1,3-Benzodioxol-5-yl)hydrazine--hydrogen chloride (1/1)

Product 1

HCID 21091159tert-Butyl 2-{4-[1-(1,3-benzodioxol-5-yl)-3-(trifluoro-methyl)-1H-pyrazol-5-yl]phenoxy}ethylcarbamateYield 56.7%

Procedure

The title compound (371.3 mg, 56.7%) was prepared from tert-butyl 2-[4-(4,4,4-trifluoro-3-oxobutanoyl)-phenoxy]ethylcarbamate obtained by Example 78-2 and 1-(1,3-benzodioxol-5-yl)hydrazine hydrochloride obtained by Example 83-1 in a similar manner to that of Example 78-3.

Sources & evidence

ORD record
ord-826dda95a7ce48ce84fd6aa34b1d1e7e
Source dataset
uspto-grants-2007_02
Patent number
US07183306B2

Reaction notes

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