Ammonia → 9-(3-(2-(tert-Butyldimethylsilyloxy)ethyl)-2-fluorobenzyl)-1-oxa-4,9-diazaspiro[5.5]undecane

HRID 1689403Notes

Reaction equation

HRID 1689403 reaction equation
N.[Si:2]([O:9][CH2:10][CH2:11][C:12]1[C:13]([F:36])=[C:14]([CH:33]=[CH:34][CH:35]=1)[CH2:15][N:16]1[CH2:32][CH2:31][C:19]2([O:24][CH2:23][CH2:22][N:21](C(=O)C(F)(F)F)[CH2:20]2)[CH2:18][CH2:17]1)([C:5]([CH3:8])([CH3:7])[CH3:6])([CH3:4])[CH3:3]>CO>[Si:2]([O:9][CH2:10][CH2:11][C:12]1[C:13]([F:36])=[C:14]([CH:33]=[CH:34][CH:35]=1)[CH2:15][N:16]1[CH2:17][CH2:18][C:19]2([O:24][CH2:23][CH2:22][NH:21][CH2:20]2)[CH2:31][CH2:32]1)([C:5]([CH3:8])([CH3:6])[CH3:7])([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 579890151-(9-(3-(2-(tert-Butyldimethylsilyloxy)ethyl)-2-fluorobenzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)-2,2,2-trifluoroethanone

Product 1

HCID 579891399-(3-(2-(tert-Butyldimethylsilyloxy)ethyl)-2-fluorobenzyl)-1-oxa-4,9-diazaspiro[5.5]undecane

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

‘880’ Aqueous ammonia (3.0 mL) was added to stirred solution of 1-(9-(3-(2-(tert-butyldimethylsilyloxy)ethyl)-2-fluorobenzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)-2,2,2-trifluoroethanone (example 78, step c) (2.5 g) in MeOH (10 mL). After 1 h, the reaction mixture was evaporated to dryness. Acetonitrile was added, the solution was evaporated to dryness in vacuo, and the process repeated three times to give the subtitled compound as an oil. Yield 2.07 g. Used directly.

Workup

  1. customthe reaction mixture was evaporated to dryness
  2. additionAcetonitrile was added
  3. customthe solution was evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-cad7889b3c8646dca667cd2d4494a41a
Source dataset
uspto-grants-2012_04
Patent number
US08148373B2

Reaction notes

Loading…