Acetic Anhydride → HCID 58269949, compound

HRID 602543Notes

Reaction equation

HRID 602543 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[CH:12]=[C:13]2[C:19]([CH:20]([OH:25])[CH2:21][CH:22]([CH3:24])[CH3:23])=[CH:18][N:17]([C:26]3[CH:31]=[CH:30][C:29]([CH:32]([CH3:34])[CH3:33])=[CH:28][CH:27]=3)[C:14]2=[CH:15][N:16]=1)[CH3:2].C(N(CC)C(C)C)(C)C.[C:44](OC(=O)C)(=[O:46])[CH3:45]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[CH:12]=[C:13]2[C:19]([CH:20]([O:25][C:44](=[O:46])[CH3:45])[CH2:21][CH:22]([CH3:24])[CH3:23])=[CH:18][N:17]([C:26]3[CH:27]=[CH:28][C:29]([CH:32]([CH3:33])[CH3:34])=[CH:30][CH:31]=3)[C:14]2=[CH:15][N:16]=1)[CH3:2]

Participants

6

Reactant 3

HCID 7918Acetic AnhydrideHCID 81531DiisopropylethylamineHCID 58269952HCID 58269952, compound

Product 1

HCID 58269949HCID 58269949, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-[5-(2,6-diethyl-phenyl)-1-(4-isopropyl-phenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-3-methyl-butan-1-ol (20 mg, 0.044 mmol) in DCM (2 mL), N,N-diisopropylethylamine (15 μL, 0.08 mmol), acetic anhydride (6.6 μL, 0.06 mmol), and DMAP (1 mg) were added. The mixture is stirred at room temperature for 4 h. All volatiles are removed under reduced pressure and the residue is purified by chromatography to afford acetic acid 1-[5-(2,6-diethyl-phenyl)-1-(4-isopropyl-phenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-3-methyl-butyl ester as a colorless oil.

Workup

  1. customAll volatiles are removed under reduced pressure
  2. customthe residue is purified by chromatography

Sources & evidence

ORD record
ord-2fbcda74a5dc4976b11a2c0a6d2ecab7
Source dataset
uspto-grants-2011_03
Patent number
US07906528B2

Reaction notes

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