Hydrochloric Acid → HCID 69669093, compound

HRID 450587Notes

Reaction equation

HRID 450587 reaction equation
[CH3:1][C:2]1[C:10]2[C:9](=[O:11])[NH:8][CH:7]=[N:6][C:5]=2[S:4][C:3]=1[S:12](Cl)(=[O:14])=[O:13].CCN(C(C)C)C(C)C.[CH3:25][N:26]([CH3:31])[CH2:27][CH2:28][CH2:29][NH2:30].Cl>C(Cl)Cl>[CH3:25][N:26]([CH3:31])[CH2:27][CH2:28][CH2:29][NH:30][S:12]([C:3]1[S:4][C:5]2[N:6]=[CH:7][NH:8][C:9](=[O:11])[C:10]=2[C:2]=1[CH3:1])(=[O:14])=[O:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7993N,N-Dimethyl-1,3-propanediamineHCID 81531DiisopropylethylamineHCID 866656665-Methyl-4-oxo-1,4-dihydrothieno[2,3-d]pyrimidine-6-sulfonyl chloride

Product 1

HCID 69669093HCID 69669093, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred suspension of 5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-6-sulfonyl chloride (1.0 g, 12 mmol) in DCM (10 mL) at 0° C. was added Hünig's base (0.79 mL, 4.5 mmol) followed by N1,N1-dimethylpropane-1,3-diamine (0.52 mL, 4.2 mmol) and the solution stirred at ambient temperature for 2 hours. The suspension was adjusted to pH 8 with 2N hydrochloric acid, the precipitate collected by filtration, washed with water, diethyl ether and dried under vacuum to give the product as off-white solid (1.12 g, 89%).

Workup

  1. filtrationthe precipitate collected by filtration
  2. washwashed with water, diethyl ether
  3. customdried under vacuum

Sources & evidence

ORD record
ord-a8570ed17ecd4df596f10fd3fb799030
Source dataset
uspto-grants-2013_07
Patent number
US08486953B2

Reaction notes

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