2-[(E)-[1-(2-aminothiazol-4-yl)-2-oxo-2-(2-oxoethylamino)ethylidene]amino]oxy-2-methyl-propanoic acid → 5-[4-(Benzyloxy)phenyl]-4-bromo-1-cyclohexyl-1h-pyrazole-3-carbaldehyde

HRID 2216524Notes

Reaction equation

HRID 2216524 reaction equation
CC(O/N=C(/C(NCC=O)=O)\C1N=C(N)SC=1)(C(O)=O)C.[CH2:22]([O:29][C:30]1[CH:35]=[CH:34][C:33]([C:36]2[N:40]([CH:41]3[CH2:46][CH2:45][CH2:44][CH2:43][CH2:42]3)[N:39]=[C:38]([CH2:47][OH:48])[C:37]=2[Br:49])=[CH:32][CH:31]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[CH2:22]([O:29][C:30]1[CH:31]=[CH:32][C:33]([C:36]2[N:40]([CH:41]3[CH2:46][CH2:45][CH2:44][CH2:43][CH2:42]3)[N:39]=[C:38]([CH:47]=[O:48])[C:37]=2[Br:49])=[CH:34][CH:35]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

3

Reactant 2

HCID 159566892-[(E)-[1-(2-aminothiazol-4-yl)-2-oxo-2-(2-oxoethylamino)ethylidene]amino]oxy-2-methyl-propanoic acidHCID 21943365{5-[4-(Benzyloxy)phenyl]-4-bromo-1-cyclohexyl-1h-pyrazol-3-yl}methanol

Product 1

HCID 219433215-[4-(Benzyloxy)phenyl]-4-bromo-1-cyclohexyl-1h-pyrazole-3-carbaldehydeYield 82.5%

Procedure

Aldehyde 8.3 was prepared from 8.2 according to the procedure described above for the preparation aldehyde 2.2. In this example, 8.2 (295 mg, 0.668 mmol) was oxidized to yield 242 mg (82%) of 8.3. MS (ESI) 439.3 (MH+).

Workup

  1. customAldehyde 8.3 was prepared from 8.2 according to the procedure

Sources & evidence

ORD record
ord-db3ae2023c2c4db186a0d90684d589c5
Source dataset
uspto-grants-2006_09
Patent number
US07112601B2

Reaction notes

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