HCID 22887946, compound → HCID 86655304, compound

HRID 2192391Notes

Reaction equation

HRID 2192391 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:9][C:10]([C:12]1([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11])[CH2:2]2.[Cl:25][CH2:26][C:27]([NH:29][C:30]1[S:34][N:33]=[CH:32][N:31]=1)=[O:28]>CC#N>[Cl-:25].[C:19]1([C:12]2([C:10]([O:9][C@@H:3]3[CH:4]4[CH2:7][CH2:8][N+:1]([CH2:26][C:27](=[O:28])[NH:29][C:30]5[S:34][N:33]=[CH:32][N:31]=5)([CH2:6][CH2:5]4)[CH2:2]3)=[O:11])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 22887946HCID 22887946, compoundHCID 591796191-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester

Product 1

HCID 86655304HCID 86655304, compoundYield 19.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1-phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester (Example 14e) (0.30 mmol) and 2-chloro-N-[1,2,4]thiadiazol-5-yl-acetamide (0.36 mmol) (Example 56a) in MeCN (1.5 mL) were stirred at room temperature overnight. The reaction mixture was filtered and the solid obtained was washed with cold MeCN to give the title compound (30 mg) as a solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solid obtained
  3. washwas washed with cold MeCN

Sources & evidence

ORD record
ord-b1aea704fef34fbfb30629ae3195819d
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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