HCID 12072042, compound → HCID 12072043, compound

HRID 1370038Notes

Reaction equation

HRID 1370038 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[C:22]3[C:17](=[CH:18][C:19]([Cl:23])=[CH:20][CH:21]=3)[N:16]([CH2:24][CH2:25][N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)[CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)Cl>>[Cl:23][C:19]1[CH:18]=[C:17]2[C:22]([C:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[CH:15][N:16]2[CH2:24][CH2:25][N:26]2[CH2:27][CH2:28][O:29][CH2:30][CH2:31]2)=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 12072042HCID 12072042, compoundHCID 21863450Trifluoroacetic acid methylene chloride

Product 1

HCID 12072043HCID 12072043, compoundYield 123.7%

Procedure

4-[6-Chloro-1-(2-morpholin-4-yl-ethyl)-1H-indol-3-yl]-piperidine-1-carboxylic acid tert-butyl ester (2.6 g, 5.81 mmol) was set stirring in 1:1 TFA/CH2Cl2. After 45 min the mixture was evaporated and the golden oil brought up in Et2O. A solid formed and was filtered, washed with Et2O and air dried to give 2.5 g (95%) of a white solid. MS (electrospray): exact mass calculated for C19H26ClN3O, 347.18; m/z found, 348.2 [M++H].

Workup

  1. customAfter 45 min the mixture was evaporated
  2. customA solid formed
  3. filtrationwas filtered
  4. washwashed with Et2O and air
  5. customdried

Sources & evidence

ORD record
ord-30362b19b14d4fed9f9e2d9e7f6f9c0b
Source dataset
uspto-grants-2003_06
Patent number
US06579896B2

Reaction notes

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