Formic Acid → HCID 131727852, compound

HRID 1992394Notes

Reaction equation

HRID 1992394 reaction equation
[ClH:1].CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O.C(O)=O.[C:29]([C:31]1[CH:56]=[CH:55][C:34]([CH2:35][N:36]2[CH2:43][CH:42]3[O:44][CH:38]([CH2:39][N:40]([CH2:45][CH2:46][NH:47]C(=O)OC(C)(C)C)[CH2:41]3)[CH2:37]2)=[CH:33][CH:32]=1)#[N:30]>C(OCC)(=O)C>[ClH:1].[NH2:47][CH2:46][CH2:45][N:40]1[CH2:41][CH:42]2[O:44][CH:38]([CH2:37][N:36]([CH2:35][C:34]3[CH:33]=[CH:32][C:31]([C:29]#[N:30])=[CH:56][CH:55]=3)[CH2:43]2)[CH2:39]1

Participants

6

Reactant 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 15980223HCID 15980223, compound

Product 1

HCID 131727852HCID 131727852, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A saturated solution of HCl in ethyl acetate (200 mL) was added to an ice-cooled slurry of the acetic and formic acid salt of tert-butyl {2-[7-(4-cyanobenzyl)-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl]ethyl}carbamate (7.00 g, 14.2 mmol). The reaction mixture was stirred at room temperature for 3 hours after which it was filtered and the resultant solid was washed with ethyl acetate. Drying in vacuo gave 6.12 g (96%) of the title compound with one equivalent of residual ethyl acetate.

Workup

  1. filtrationwas filtered
  2. washthe resultant solid was washed with ethyl acetate
  3. customDrying in vacuo

Sources & evidence

ORD record
ord-3a9c231256a3468b9747f37a6d86f8e1
Source dataset
uspto-grants-2010_01
Patent number
US07648985B2

Reaction notes

Loading…