Pyrrolidine → HCID 21919250, compound

HRID 1244324Notes

Reaction equation

HRID 1244324 reaction equation
Cl[C:2]1[N:7]=[C:6]2[N:8]([CH2:28][O:29][CH3:30])[C:9]([C:11]3[S:12][C:13]4[C:19]([N:20]5[CH2:25][CH2:24][O:23][CH2:22][CH2:21]5)=[CH:18][CH:17]=[C:16]([O:26][CH3:27])[C:14]=4[N:15]=3)=[N:10][C:5]2=[CH:4][CH:3]=1.[NH:31]1[CH2:35][CH2:34][CH2:33][CH2:32]1>>[CH3:30][O:29][CH2:28][N:8]1[C:6]2=[N:7][C:2]([CH:34]3[CH2:35][NH:31][CH2:32][CH2:33]3)=[CH:3][CH:4]=[C:5]2[N:10]=[C:9]1[C:11]1[S:12][C:13]2[C:19]([N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)=[CH:18][CH:17]=[C:16]([O:26][CH3:27])[C:14]=2[N:15]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 11305377HCID 11305377, compound

Product 1

HCID 21919250HCID 21919250, compoundYield 74%

Conditions

Temperature
130 °C

Procedure

0.1 g 5-Chloro-3-methoxymethyl-2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3H-imidazo[4,5-b]pyridine (0.22 mmol) was dissolved in pyrrolidine (5 ml) in an autoclave and heated to 130° C. for 16 h. The residue was triturated in water whereupon a precipitate formed, which was isolated and dried in vacuo. 0.08 g 3-methoxymethyl-2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-5-pyrrolidin-4-yl-3H-imidazo[4,5-b]pyridine (74%) were obtained as a yellow solid; M.p.: 120–130° C.

Workup

  1. customThe residue was triturated in water whereupon a precipitate
  2. customformed
  3. customwhich was isolated
  4. customdried in vacuo

Sources & evidence

ORD record
ord-b09c0ad448d546f3a66f1db21ec1bfd9
Source dataset
uspto-grants-2006_10
Patent number
US07122545B2

Reaction notes

Loading…