Triethylamine → HCID 86759673, compound

HRID 1816437Notes

Reaction equation

HRID 1816437 reaction equation
[O:1]=[S:2]1(=[O:27])[CH:7]=[CH:6][CH:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:18][C@H:17]([CH2:19]NC(=O)C(F)F)[O:16][C:15]3=[O:26])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[F:28][CH:29]([F:48])[C:30](OCCC(C1C=CC=CC=1)C1C=CC=CC=1)=[S:31].C([N:51](CC)CC)C>CO>[O:1]=[S:2]1(=[O:27])[CH:7]=[CH:6][CH:5]([C:8]2[CH:9]=[CH:10][C:11]([N:14]3[CH2:18][C@H:17]([CH2:19][C:29]([F:48])([F:28])[C:30](=[S:31])[NH2:51])[O:16][C:15]3=[O:26])=[CH:12][CH:13]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10216150HCID 10216150, compoundHCID 21874093HCID 21874093, compound

Product 1

HCID 86759673HCID 86759673, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The crude amine hydrochloride prepared in Step 1 of Example 15 (0.350 g, 0.975 mmol), the product of step 2 immediately above (0.358 g, 1.17 mmol), and triethylamine (0.27 ml, 1.95 mmol) in methanol are stirred at room temperature overnight. The reaction mixture is evaporated to dryness and the residue purified by PTLC (10% methanol/dichloromethane) to give the title compound as white solid (0.29 g, 70%). M.p. 139-40° C.

Workup

  1. customThe reaction mixture is evaporated to dryness
  2. customthe residue purified by PTLC (10% methanol/dichloromethane)

Sources & evidence

ORD record
ord-ca84c37b55474b81be28367f8facd2af
Source dataset
uspto-grants-2005_04
Patent number
US06884813B2

Reaction notes

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