HCID 58488458, compound → HCID 131730114, compound

HRID 2194913Notes

Reaction equation

HRID 2194913 reaction equation
[Cl:1][C:2]1[CH:44]=[C:43]([CH3:45])[CH:42]=[C:41]([Cl:46])[C:3]=1[O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH:15]([C:25]2[CH:30]=[CH:29][C:28](B3OC(C)(C)C(C)(C)O3)=[CH:27][C:26]=2[CH3:40])[CH2:16][NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:10][CH:9]=1.Br[C:48]1[C:49]([CH2:56][CH2:57][CH2:58][O:59][CH3:60])=[CH:50][C:51]([O:54][CH3:55])=[N:52][CH:53]=1>>[C:20]([O:19][C:18](=[O:24])[NH:17][CH2:16][CH:15]([C:25]1[CH:30]=[CH:29][C:28]([C:48]2[CH:53]=[N:52][C:51]([O:54][CH3:55])=[CH:50][C:49]=2[CH2:56][CH2:57][CH2:58][O:59][CH3:60])=[CH:27][C:26]=1[CH3:40])[CH2:14][C:11]1[CH:12]=[CH:13][C:8]([O:7][CH2:6][CH2:5][O:4][C:3]2[C:2]([Cl:1])=[CH:44][C:43]([CH3:45])=[CH:42][C:41]=2[Cl:46])=[CH:9][CH:10]=1)([CH3:22])([CH3:21])[CH3:23]

Participants

3

Reactant 2

HCID 58488458HCID 58488458, compoundHCID 86658858HCID 86658858, compound

Product 1

HCID 131730114HCID 131730114, 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 5-bromo-2-methoxy-4-(3-methoxypropyl)pyridine (V.17) as starting materials. Purification by column chromatography on silica gel (Combi-Flash by ISCO), eluting with Hex/EtOAc (10 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 (10 to 75% in 30 min)

Sources & evidence

ORD record
ord-e23167f39474437f86a62c6220656001
Source dataset
uspto-grants-2012_12
Patent number
US08334308B2

Reaction notes

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