Triethyl phosphite → diethyl[(4R*,10aS*)-4-(4-fluorophenyl)-6-oxodecahydropyrido[1,2-a]azepin-7-yl]phosphonate

HRID 553887Notes

Reaction equation

HRID 553887 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[N:13]3[C:14](=[O:20])[CH:15](I)[CH2:16][CH2:17][CH2:18][C@@H:12]3[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[P:21]([O:28]CC)([O:25][CH2:26][CH3:27])[O:22][CH2:23][CH3:24]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[N:13]3[C:14](=[O:20])[CH:15]([P:21](=[O:28])([O:25][CH2:26][CH3:27])[O:22][CH2:23][CH3:24])[CH2:16][CH2:17][CH2:18][C@@H:12]3[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 69070104(4R*,10aS*)-4-(4-fluorophenyl)-7-iodooctahydropyrido[1,2-a]azepin-6-one

Product 1

HCID 86612698diethyl[(4R*,10aS*)-4-(4-fluorophenyl)-6-oxodecahydropyrido[1,2-a]azepin-7-yl]phosphonate

Conditions

Temperature
120 °C

Procedure

A mixture of (4R*,10aS*)-4-(4-fluorophenyl)-7-iodooctahydropyrido[1,2-a]azepin-6-one (208 mg) with triethyl phosphite (2 mL) was stirred at 120° C. for 1.5 hours. The reaction solution was left to cool to room temperature and then concentrated under reduced pressure to obtain 213 mg of the title compound. The property value of the compound is as follows.

Workup

  1. waitThe reaction solution was left
  2. temperatureto cool to room temperature
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c32d133a0baa444a9aa5c784e0d09e54
Source dataset
uspto-grants-2011_11
Patent number
US08048878B2

Reaction notes

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