Hydrochloric Acid → (2-Chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-yl)piperidin-3-ylamine hydrochloride

HRID 1788021Notes

Reaction equation

HRID 1788021 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([NH:11][CH:12]2[CH2:17][CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13]2)[C:5]2[S:10][CH2:9][CH2:8][C:6]=2[N:7]=1.Cl.CO>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[N:3]=[C:4]([NH:11][CH:12]2[CH2:17][CH2:16][CH2:15][NH:14][CH2:13]2)[C:5]2[S:10][CH2:9][CH2:8][C:6]=2[N:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 57600094Tert-butyl 3-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)piperidine-1-carboxylate

Product 1

HCID 86616275(2-Chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-yl)piperidin-3-ylamine hydrochlorideYield 180.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.77 g (4.8 mmol) of tert-butyl 3-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)piperidin-1-carboxylate (V) is placed in 21.5 mL of a 4% hydrochloric acid solution in dioxane, and methanol is added. The solution is stirred for 0.5 hours at ambient temperature, whereupon a precipitate is formed. This is suction filtered, washed with diethyl ether, and dried. 1.33 g of product (VI) (91%) is obtained.

Workup

  1. additionis added
  2. customis formed
  3. filtrationThis is suction filtered
  4. washwashed with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-10ccc24e72114f89a9b0b36965a6c886
Source dataset
uspto-grants-2009_03
Patent number
US07511045B2

Reaction notes

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