Tris(hydroxymethyl)aminomethane → HCID 67413014, compound

HRID 1782000Notes

Reaction equation

HRID 1782000 reaction equation
[CH2:1]([N:8]1[C:19](=[O:20])[C:18]2[CH:21]=[CH:22][CH:23]=[CH:24][C:17]=2[O:16][C:10]2([CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:25]1([C:30](Cl)=[O:31])[CH2:29][CH2:28][CH2:27][CH2:26]1.C(O)C(N)(CO)CO>ClC(Cl)C>[CH2:1]([N:8]1[C:19](=[O:20])[C:18]2[CH:21]=[CH:22][CH:23]=[CH:24][C:17]=2[O:16][C:10]2([CH2:11][CH2:12][N:13]([C:30]([CH:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)=[O:31])[CH2:14][CH2:15]2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 78284Cyclopentanecarbonyl chlorideHCID 67411631HCID 67411631, compound

Product 1

HCID 67413014HCID 67413014, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of the compound prepared in Example 30 (0.010 mmol) in dichloroethane (0.7 mL) were added cyclopentanecarbonylchloride (0.020 mmol) and poly(4-vinylpyridine) (2% cross-linked, Aldrich, CAS#9017-40-7) (5.3 mg). The mixture was stirred overnight at 25° C. To the reaction mixture was added PS-trisamine (Argonaut, product number 800229, loading; 4.36 mmol/g) (6.9 mg), and the mixture was stirred overnight at 25° C. The mixture was filtered and the filtrate was concentrated to give the compound of the present invention having the following physical data.

Workup

  1. stirringthe mixture was stirred overnight at 25° C
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. customto give the compound of the present invention

Sources & evidence

ORD record
ord-36a25b36fc474b1286cb28173d92e0f6
Source dataset
uspto-grants-2009_03
Patent number
US07498323B2

Reaction notes

Loading…