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

HRID 1805986Notes

Reaction equation

HRID 1805986 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[NH:13][C:14]1[C:15]2[S:23][CH2:22][CH2:21][C:16]=2[N:17]=[C:18]([Cl:20])[N:19]=1)(C)(C)C.Cl.CO>O1CCOCC1>[ClH:20].[Cl:20][C:18]1[N:19]=[C:14]([NH:13][CH:9]2[CH2:10][CH2:11][CH2:12][NH:7][CH2:8]2)[C:15]2[S:23][CH2:22][CH2:21][C:16]=2[N:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 86616270tert-butyl[(1S,2S)-2-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)cyclopentyl]carbamate

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-6026f2f0005749fdbb52e2310dd8a2e2
Source dataset
uspto-grants-2013_01
Patent number
US08354531B2

Reaction notes

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