2-Chlorophenol → HCID 86693277, compound

HRID 575261Notes

Reaction equation

HRID 575261 reaction equation
C([CH2:3][C:4]1[N:8]2[CH2:9][CH2:10][O:11][C:12]3[CH:17]=[CH:16][C:15]([C:18]#[C:19][C:20]([OH:23])([CH3:22])[CH3:21])=[CH:14][C:13]=3[C:7]2=[N:6][C:5]=1[C:24]([NH2:26])=[O:25])#N.BrC1C=CC2OCCN3C(CCl)=C(C([O-])=O)N=C3C=2C=1.[Cl:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=1[OH:54]>>[Cl:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=1[O:54][CH2:3][C:4]1[N:8]2[CH2:9][CH2:10][O:11][C:12]3[CH:17]=[CH:16][C:15]([C:18]#[C:19][C:20]([OH:23])([CH3:22])[CH3:21])=[CH:14][C:13]=3[C:7]2=[N:6][C:5]=1[C:24]([NH2:26])=[O:25]

Participants

4

Reactant 3

HCID 72452-ChlorophenolHCID 86693278HCID 86693278, compoundHCID 86693279HCID 86693279, compound

Product 1

HCID 86693277HCID 86693277, compoundYield 6%

Procedure

Prepared similarly to as described in the synthesis of 3-(cyanomethyl)-10-(3-hydroxy-3-methylbut-1-yn-1-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide starting from 10-bromo-3-(chloromethyl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxylate replacing sodium cyanide with 2-chlorophenol to give the titled compound as an off-white solid (7 mg, 6%).

Workup

  1. customPrepared similarly

Sources & evidence

ORD record
ord-13df58a46818413cb415e98cc1bc53f7
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

Loading…