Acetyl chloride → HCID 68671355, compound

HRID 2047409Notes

Reaction equation

HRID 2047409 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]([N:16]2[CH2:22][CH2:21][CH2:20][N:19]([C:23]3[CH:28]=[CH:27][C:26]([Cl:29])=[C:25]([C:30]4[NH:34][C:33]5[CH:35]=[CH:36][CH:37]=[CH:38][C:32]=5[N:31]=4)[CH:24]=3)[CH2:18][CH2:17]2)=[O:15])[CH2:9]1)=O)(C)(C)C.C(Cl)(=O)C>C(O)(C)C>[NH:31]1[C:32]2[CH:38]=[CH:37][CH:36]=[CH:35][C:33]=2[N:34]=[C:30]1[C:25]1[CH:24]=[C:23]([N:19]2[CH2:20][CH2:21][CH2:22][N:16]([C:14]([CH:10]3[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]3)=[O:15])[CH2:17][CH2:18]2)[CH:28]=[CH:27][C:26]=1[Cl:29]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 68670892HCID 68670892, compound

Product 1

HCID 68671355HCID 68671355, compoundYield 111.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
40 °C

Procedure

3-{4-[3-(1H-Benzoimidazol-2-yl)-4-chloro-phenyl]-[1,4]diazepane-1-carbonyl}-piperidine-1-carboxylic acid tert-butyl ester (0.21 g, 0.39 mmol) was dissolved in isopropanol (4 mL) and acetyl chloride (0.17 mL, 2.4 mmol) was added. Reaction was heated at 40° C. for 16 h then cooled to room temperature and concentrated under reduced pressure and dried at 60° C. to afford 0.19 g of the title compound as dichlorhydrate salt. (94%).

Workup

  1. customReaction
  2. temperaturethen cooled to room temperature
  3. concentrationconcentrated under reduced pressure
  4. customdried at 60° C.

Sources & evidence

ORD record
ord-8e917a73eabe440f93b1a2bfdaa3459b
Source dataset
uspto-grants-2013_11
Patent number
US08592463B2

Reaction notes

Loading…