Methyl 3-(2-bromophenyl)propanoate → HCID 67446442, compound

HRID 2194894Notes

Reaction equation

HRID 2194894 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].Br[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=1[CH2:54][CH2:55][C:56]([O:58][CH3:59])=[O:57]>>[C:1]([O:5][C:6]([NH:7][CH2:8][CH:9]([C:30]1[CH:35]=[CH:34][C:33]([C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=2[CH2:54][CH2:55][C:56]([O:58][CH3:59])=[O:57])=[CH:32][C:31]=1[CH3:45])[CH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:17][CH2:18][CH2:19][O:20][C:21]2[C:22]([Cl:29])=[CH:23][C:24]([CH3:28])=[CH:25][C:26]=2[Cl:27])=[CH:15][CH:16]=1)=[O:46])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 15712815Methyl 3-(2-bromophenyl)propanoateHCID 86658858HCID 86658858, compound

Product 1

HCID 67446442HCID 67446442, compound

Procedure

Prepared according to the procedure described in EXAMPLE 1, step 1 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 step 1 and commercially available methyl 3-(2-bromophenyl)propanoate as starting materials. Purification by column chromatography on silica gel (Combi-Flash by ISCO), eluting with Hex/EtOAc (10 to 50% in 30 min) afforded the desired compound as a foam.

Workup

  1. customPrepared
  2. customPurification by column chromatography on silica gel (Combi-Flash by ISCO)
  3. washeluting with Hex/EtOAc (10 to 50% in 30 min)

Sources & evidence

ORD record
ord-6393efc412fd4231b95bdb708db73dc6
Source dataset
uspto-grants-2012_12
Patent number
US08334308B2

Reaction notes

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