Methylamine → 7-Chloro-N-methyl-5-[(phenylmethyl)thio]-thiazolo[4 5-d]pyrimidin-2-amine

HRID 393188Notes

Reaction equation

HRID 393188 reaction equation
Br[C:2]1[S:3][C:4]2[C:9]([Cl:10])=[N:8][C:7]([S:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[N:6][C:5]=2[N:19]=1.[CH3:20][NH2:21]>O1CCCC1>[Cl:10][C:9]1[C:4]2[S:3][C:2]([NH:21][CH3:20])=[N:19][C:5]=2[N:6]=[C:7]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:8]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 220520385-(Benzylthio)-2-bromo-7-chlorothiazolo[4,5-d]pyrimidine

Product 1

HCID 226491167-Chloro-N-methyl-5-[(phenylmethyl)thio]-thiazolo[4 5-d]pyrimidin-2-amine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of the product from Example 219 (0.3 g) in tetrahydrofuran (2 ml) containing methylamine (2.0 molar in THF: 0.81 ml) was stirred for 16 hours. The mixture was evaporated to dryness then purified (SiO2, ethyl acetate:dichloromethane 1:9 as eluant) to give the title compound (295 mg).

Workup

  1. customThe mixture was evaporated to dryness
  2. customthen purified (SiO2, ethyl acetate:dichloromethane 1:9 as eluant)

Sources & evidence

ORD record
ord-b015c6be86a4456390b77af240e36bd0
Source dataset
uspto-grants-2004_10
Patent number
US06806273B1

Reaction notes

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