HCID 53416493, compound → {8-[5-(2-Fluoro-4-trifluoromethylphenyl)oxazol-2-ylamino]-1,2,3,4-tetrahydronaphthalen-2-yl}carbamic acid tert-butyl ester

HRID 1785575Notes

Reaction equation

HRID 1785575 reaction equation
[C:1]([O:5][C:6](=[O:21])[NH:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[C:11]([N:18]=[C:19]=S)[CH:12]=[CH:13][CH:14]=2)[CH2:9]1)([CH3:4])([CH3:3])[CH3:2].C(OC1CC2C(CC=1)=CC=CC=2N=C=S)C.[N:38]([CH2:41][C:42]([C:44]1[CH:49]=[CH:48][C:47]([C:50]([F:53])([F:52])[F:51])=[CH:46][C:45]=1[F:54])=[O:43])=[N+]=[N-].N(CC(C1C=CC(C(F)(F)F)=CC=1)=O)=[N+]=[N-]>>[C:1]([O:5][C:6](=[O:21])[NH:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[C:11]([NH:18][C:19]3[O:43][C:42]([C:44]4[CH:49]=[CH:48][C:47]([C:50]([F:51])([F:52])[F:53])=[CH:46][C:45]=4[F:54])=[CH:41][N:38]=3)[CH:12]=[CH:13][CH:14]=2)[CH2:9]1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 4

HCID 53416493HCID 53416493, compoundHCID 866096122-Ethoxy-8-isothiocyanato-1,4-dihydronaphthaleneHCID 86609614(8-Isothiocyanato-1,2,3,4-tetrahydronaphthalen-2-yl)carbamic acid tert-butyl esterHCID 86609615HCID 86609615, compound

Product 1

HCID 67228763{8-[5-(2-Fluoro-4-trifluoromethylphenyl)oxazol-2-ylamino]-1,2,3,4-tetrahydronaphthalen-2-yl}carbamic acid tert-butyl esterYield 16%

Procedure

The title compound was prepared using the procedure as described in Example 1H, substituting the product of Example 20F (415 mg, 1.36 mmol) for the product of Example 1F and the product of Example 22A (404 mg, 1.63 mmol) for the product of Example 1G. The crude product was purified by flash chromatography eluting with 20% to 60% EtOAc/hexanes which gave 107 mg (16%) of the title compound as a yellow solid.

Workup

  1. customThe title compound was prepared
  2. customThe crude product was purified by flash chromatography
  3. washeluting with 20% to 60% EtOAc/hexanes which

Sources & evidence

ORD record
ord-f927a438a17c4009a39ffd4602a2c56e
Source dataset
uspto-grants-2009_03
Patent number
US07504520B2

Reaction notes

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