Sodium Hydroxide → 3-Acetyl-7-{4-[2-(2-chloro-5-fluorophenoxy)ethoxy]phenyl}-3,9-diazabicyclo-[3.3.1]non-6-ene-6,9-dicarboxylic acid 9-(2,2,2-trichloro-1,1-dimethylethyl) ester

HRID 33033Notes

Reaction equation

HRID 33033 reaction equation
[Cl:1][C:2]([Cl:43])([Cl:42])[C:3]([O:6][C:7]([N:9]1[CH:14]2[C:15]([C:36]([OH:38])=[O:37])=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][O:27][C:28]4[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:29]=4Br)=[CH:20][CH:19]=3)[CH2:17][CH:10]1[CH2:11][N:12]([C:39](=[O:41])[CH3:40])[CH2:13]2)=[O:8])([CH3:5])[CH3:4].[Cl:44]C(Cl)(Cl)C(OC(N1C2C(C(OCC)=O)=C(C3C=CC(OCCOC4C=CC=C(F)C=4Cl)=CC=3)CC1CN(C(=O)C)C2)=O)(C)C.[OH-].[Na+]>CCO>[Cl:1][C:2]([Cl:43])([Cl:42])[C:3]([O:6][C:7]([N:9]1[CH:14]2[C:15]([C:36]([OH:38])=[O:37])=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][O:27][C:28]4[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:29]=4[Cl:44])=[CH:20][CH:19]=3)[CH2:17][CH:10]1[CH2:11][N:12]([C:39](=[O:41])[CH3:40])[CH2:13]2)=[O:8])([CH3:5])[CH3:4]

Participants

5

Procedure

As described for compound BN2, but from bicyclononene BM10 (2.82 g, 3.94 mmol), aq. 1M NaOH (30 mL) and EtOH (70 mL). The crude title compound (1.90 g, 74%) was used ftther without purification.

Workup

  1. customThe crude title compound (1.90 g, 74%) was used ftther without purification

Sources & evidence

ORD record
ord-2332f716a30042dfad44534e29d04ebd
Source dataset
uspto-grants-2008_09
Patent number
US07427613B2

Reaction notes

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