2-Methylpentane → HCID 86655271, compound

HRID 2192313Notes

Reaction equation

HRID 2192313 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[S:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11])[CH2:2]2.[Br:24][CH2:25][C:26]([NH:28][C:29]1[O:33][N:32]=[C:31]([CH3:34])[CH:30]=1)=[O:27].C(OCC)(=O)C.CCCC(C)C>C(#N)C>[Br-:24].[CH3:34][C:31]1[CH:30]=[C:29]([NH:28][C:26]([CH2:25][N+:1]23[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]2)[C@@H:3]([O:9][C:10]([C:12]2([C:19]4[S:20][CH:21]=[CH:22][CH:23]=4)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[O:11])[CH2:2]3)=[O:27])[O:33][N:32]=1

Participants

6

Reactant 4

HCID 78922-MethylpentaneHCID 8857Ethyl AcetateHCID 133629642-Bromo-N-(3-methylisoxazol-5-yl)acetamideHCID 58348375HCID 58348375, compound

Product 1

HCID 86655271HCID 86655271, compoundYield 45.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1-Thiophen-2-yl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 5d) (50 mg) and 2-bromo-N-(3-methylisoxazol-5-yl)acetamide (Example 7a) (32 mg) were dissolved in acetonitrile (2 mL) and left overnight. Ethyl acetate (10 mL) and isohexane (10 mL) were added and the crystals filtered off, washed with ethyl acetate and dried to afford the titled compound (37 mg).

Workup

  1. filtrationthe crystals filtered off
  2. washwashed with ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-85ed8045569a4562a5af4971a8928d67
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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