Propionic anhydride → HCID 10287201, compound

HRID 1816438Notes

Reaction equation

HRID 1816438 reaction equation
[C:1](OC(=O)CC)(=O)CC.[O:10]=[S:11]1(=[O:36])[CH:16]=[CH:15][CH:14]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:27][C@H:26]([CH2:28][NH:29][C:30](=[O:34])[CH:31](F)F)[O:25][C:24]3=[O:35])=[CH:19][CH:18]=2)[CH2:13][CH2:12]1>N1C=CC=CC=1.ClCCl>[O:10]=[S:11]1(=[O:36])[CH:16]=[CH:15][CH:14]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:27][C@H:26]([CH2:28][NH:29][C:30](=[O:34])[CH2:31][CH3:1])[O:25][C:24]3=[O:35])=[CH:19][CH:18]=2)[CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 31263Propionic anhydrideHCID 10216150HCID 10216150, compound

Product 1

HCID 10287201HCID 10287201, compoundYield 84.1%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

Propionic anhydride (0.136 ml, 1.06 mmol) is added dropwise to the crude amine hydrochloride prepared in Step 1 of Example 15 (0.316 g, 0.88 mmol) in a mixture of pyridine (4 mL) and dichloromethane (4 mL). The mixture is stirred for 4 hours and then evaporated to dryness. The residue is purified by PTLC (10% methanol/dichloromethane) to give the title compound as white solid (0.28 g, 80%). M.p. 144-7° C.

Workup

  1. customevaporated to dryness
  2. customThe residue is purified by PTLC (10% methanol/dichloromethane)

Sources & evidence

ORD record
ord-8b67cfb577dc48a6bd417466ee0bb11d
Source dataset
uspto-grants-2005_04
Patent number
US06884813B2

Reaction notes

Loading…