HCID 86658856, compound → HCID 86658855, compound

HRID 2194905Notes

Reaction equation

HRID 2194905 reaction equation
[C:1]([O:5][C:6](=[O:46])[NH:7][CH2:8][CH:9]([C:30]1[CH:35]=[CH:34][C:33](B2OC(C)(C)C(C)(C)O2)=[CH:32][C:31]=1[CH3:45])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][O:20][C:21]2[C:26]([Cl:27])=[CH:25][C:24]([CH3:28])=[CH:23][C:22]=2[Cl:29])=[CH:13][CH:12]=1)([CH3:4])([CH3:3])[CH3:2].FC(F)(F)S(O[C:53]1[C:54]([CH2:59][CH2:60][CH2:61][O:62][CH3:63])=[N:55][CH:56]=[CH:57][CH:58]=1)(=O)=O>>[Cl:27][C:26]1[CH:25]=[C:24]([CH3:28])[CH:23]=[C:22]([Cl:29])[C:21]=1[O:20][CH2:19][CH2:18][O:17][C:14]1[CH:15]=[CH:16][C:11]([CH2:10][CH:9]([C:30]2[CH:35]=[CH:34][C:33]([C:53]3[C:54]([CH2:59][CH2:60][CH2:61][O:62][CH3:63])=[N:55][CH:56]=[CH:57][CH:58]=3)=[CH:32][C:31]=2[CH3:45])[CH2:8][NH:7][C:6](=[O:46])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 86658856HCID 86658856, compoundHCID 86658858HCID 86658858, compound

Product 1

HCID 86658855HCID 86658855, compound

Procedure

Prepared according to the procedure described in EXAMPLE 7, step 2 using tert-butyl{3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}-2-[2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propyl}carbamate from EXAMPLE 9, step 1 and 2-(3-methoxypropyl)pyridin-3-yl trifluoromethanesulfonate (V.16) as starting materials. Purification by column chromatography on silica gel (Combi-Flash by ISCO), eluting with Hex/EtOAc (0 to 75%, in 30 min) afforded the desired compound as a colorless oil.

Workup

  1. customPrepared
  2. customPurification by column chromatography on silica gel (Combi-Flash by ISCO)
  3. washeluting with Hex/EtOAc (0 to 75%, in 30 min)

Sources & evidence

ORD record
ord-e25882509041493d81f319b334de1880
Source dataset
uspto-grants-2012_12
Patent number
US08334308B2

Reaction notes

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