Hydrochloric Acid → HCID 178492004, compound

HRID 1244329Notes

Reaction equation

HRID 1244329 reaction equation
COC[N:4]1[C:8]2=[N:9][C:10]([N:13]([CH3:21])[CH2:14][CH:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:11][CH:12]=[C:7]2[N:6]=[C:5]1[C:22]1[S:23][C:24]2[C:30]([N:31]3[CH2:36][CH2:35][O:34][CH2:33][CH2:32]3)=[CH:29][CH:28]=[C:27]([O:37][CH3:38])[C:25]=2[N:26]=1.Cl>>[CH3:38][O:37][C:27]1[C:25]2[N:26]=[C:22]([C:5]3[NH:4][C:8]4=[N:9][C:10]([N:13]([CH3:21])[CH2:14][CH:15]5[CH2:20][CH2:19][O:18][CH2:17][CH2:16]5)=[CH:11][CH:12]=[C:7]4[N:6]=3)[S:23][C:24]=2[C:30]([N:31]2[CH2:36][CH2:35][O:34][CH2:33][CH2:32]2)=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 21919243HCID 21919243, compound

Product 1

HCID 178492004HCID 178492004, compoundYield 55%

Procedure

0.03 g [3-Methoxymethyl-2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3H-imidazo[4,5-b]pyridin-5-yl]-methyl-(tetrahydro-pyran-4-ylmethyl)-amine (0.056 mmol) were treated with 5N HCl (1 ml) at 90° C. for 0.5 h. The reaction mixture was concentrated, taken up in water (1 ml) and adjusted to pH 10 with ammonium hydroxide (25%), whereupon a precipitation formed. The precipitation was filtered, the crystals washed with water. After drying in vacuo, 0.015 g [2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3H-imidazo[4,5-b]pyridin-5-yl]-methyl-(tetrahydro-pyran-4-ylmethyl)-amine (55%) was obtained as a yellow solid; M.p.: 190–195° C.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customadjusted to pH 10 with ammonium hydroxide (25%), whereupon a precipitation
  3. customformed
  4. customThe precipitation
  5. filtrationwas filtered
  6. washthe crystals washed with water
  7. customAfter drying in vacuo

Sources & evidence

ORD record
ord-7ac00c810eb248628cf6dc33e3e531e7
Source dataset
uspto-grants-2006_10
Patent number
US07122545B2

Reaction notes

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