Tetrahydrofuran → HCID 22283127, compound

HRID 2250736Notes

Reaction equation

HRID 2250736 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.ClC[C:8]1[CH:38]=[CH:37][C:11]([C:12]([NH:14][C:15]2[S:16][C:17]3[C:23]([C:24]4[N:25]=[C:26]([N:29]5[CH2:34][CH2:33][O:32][CH2:31][CH2:30]5)[S:27][CH:28]=4)=[CH:22][CH:21]=[C:20]([O:35][CH3:36])[C:18]=3[N:19]=2)=[O:13])=[CH:10][CH:9]=1.[CH2:39]1COCC1>>[CH3:36][O:35][C:20]1[C:18]2[N:19]=[C:15]([NH:14][C:12](=[O:13])[C:11]3[CH:37]=[CH:38][C:8]([N:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)=[CH:9][C:10]=3[CH3:39])[S:16][C:17]=2[C:23]([C:24]2[N:25]=[C:26]([N:29]3[CH2:30][CH2:31][O:32][CH2:33][CH2:34]3)[S:27][CH:28]=2)=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 31268PyrrolidineHCID 22283221HCID 22283221, compound

Product 1

HCID 22283127HCID 22283127, compoundYield 87%

Procedure

0.032 g pyrrolidine (0.00045 Mol) and 0.075 g (4-chloromethyl-N-[4-methoxy-7-(2-morpholin-4-yl-thiazol-4-yl)-benzothiazol-2-yl]-benzamide (0.00015 Mol) dissolved in THF (2 ml) were heated to reflux for 1 h. After cooling to room temperature and evaporation of the solvent the residue was triturated with water (7 ml). A precipitation formed, which was filtered, washed with water and dried yielding the title product as an off-white solid (87%); F.p.: 120-130° C.

Workup

  1. temperaturewere heated
  2. temperatureto reflux for 1 h
  3. customevaporation of the solvent the residue
  4. customwas triturated with water (7 ml)
  5. customA precipitation
  6. customformed
  7. filtrationwhich was filtered
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-fa47988be32d4c429cabf6cf1d5467ea
Source dataset
uspto-grants-2008_01
Patent number
US07317007B2

Reaction notes

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