Propionitrile → HCID 131730112, compound

HRID 2194903Notes

Reaction equation

HRID 2194903 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.[C:47](#[N:50])[CH2:48][CH3:49]>>[C:20]([O:19][C:18](=[O:24])[NH:17][CH2:16][CH:15]([C:25]1[CH:30]=[CH:29][C:28]([C:2]2[CH:44]=[CH:43][CH:42]=[CH:41][C:3]=2[CH2:49][CH2:48][C:47]#[N:50])=[CH:27][C:26]=1[CH3:40])[CH2:14][C:11]1[CH:10]=[CH:9][C:8]([O:7][CH2:6][CH2:5][O:4][C:3]2[C:41]([Cl:46])=[CH:42][C:43]([CH3:45])=[CH:44][C:2]=2[Cl:1])=[CH:13][CH:12]=1)([CH3:23])([CH3:22])[CH3:21]

Participants

3

Reactant 2

HCID 7854PropionitrileHCID 86658858HCID 86658858, compound

Product 1

HCID 131730112HCID 131730112, 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 342-bromophenyl)propanenitrile (V.6) 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-a1ee97d5c6fa4c36a129399f8d749737
Source dataset
uspto-grants-2012_12
Patent number
US08334308B2

Reaction notes

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