tert-butyl [(1S)-2-({6-[(2,4-dihydroxyphenyl)carbamoyl]-5-fluoropyridin-3-yl}oxy)-1-methylethyl]carbamate → tert-butyl [(1S)-2-({6-[6-(3,3-difluorobutoxy)-1,3-benzoxazol-2-yl]-5-fluoropyridin-3-yl}oxy)-1-methylethyl]carbamate

HRID 1026295Notes

Reaction equation

HRID 1026295 reaction equation
O[C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]([C:12]1[N:17]=[CH:16][C:15]([O:18][CH2:19][C@@H:20]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH3:21])=[CH:14][C:13]=1[F:30])=[O:11].CS(O[CH2:36][CH2:37][C:38]([F:41])([F:40])[CH3:39])(=O)=O>>[F:40][C:38]([F:41])([CH3:39])[CH2:37][CH2:36][O:8][C:6]1[CH:5]=[CH:4][C:3]2[N:9]=[C:10]([C:12]3[N:17]=[CH:16][C:15]([O:18][CH2:19][C@@H:20]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:26])([CH3:27])[CH3:28])[CH3:21])=[CH:14][C:13]=3[F:30])[O:11][C:2]=2[CH:7]=1

Participants

3

Reactant 2

HCID 86666268tert-butyl [(1S)-2-({6-[(2,4-dihydroxyphenyl)carbamoyl]-5-fluoropyridin-3-yl}oxy)-1-methylethyl]carbamateHCID 866662983,3-Difluorobutyl methanesulfonate

Product 1

HCID 86666299tert-butyl [(1S)-2-({6-[6-(3,3-difluorobutoxy)-1,3-benzoxazol-2-yl]-5-fluoropyridin-3-yl}oxy)-1-methylethyl]carbamate

Procedure

Using tert-butyl [(1S)-2-({6-[(2,4-dihydroxyphenyl)carbamoyl]-5-fluoropyridin-3-yl}oxy)-1-methylethyl]carbamate and 3,3-difluorobutyl methanesulfonate, and in the same manner as in Example 2, steps C-D, the title compound was obtained.

Sources & evidence

ORD record
ord-f5704fa36e454e65b44d54a8c8933ad8
Source dataset
uspto-grants-2014_05
Patent number
US08729102B2

Reaction notes

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