Water → HCID 86720865, compound

HRID 1528144Notes

Reaction equation

HRID 1528144 reaction equation
CCN(C(C)C)C(C)C.Br[C:11]1[C:16]([NH2:17])=[CH:15][N:14]=[CH:13][N:12]=1.[SH:18][CH2:19][CH2:20][CH2:21][OH:22].O>O1CCOCC1>[NH2:17][C:16]1[C:11]([S:18][CH2:19][CH2:20][CH2:21][OH:22])=[N:12][CH:13]=[N:14][CH:15]=1

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 882113-MercaptopropanolHCID 457897744-Bromopyrimidin-5-amine

Product 1

HCID 86720865HCID 86720865, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

DIEA (1.11 g, 8.61 mmol) was added to a solution of 4-bromopyrimidin-5-amine (A) (1.0 g, 5.74 mmol) and 3-mercaptopropan-1-ol (35B1) (0.53 g, 5.74 mmol) in dioxane (5 mL). The reaction mixture was heated to 50° C. under nitrogen and stirred for 30 min. The LC/MS spectrum showed that the reaction had completed. Water (50 mL) was added and a solid precipitated. The off white solid product (35C1) (913 mg, 4.93 mmol) was obtained after filtration and air drying at 25° C.

Workup

  1. customa solid precipitated
  2. customThe off white solid product (35C1) (913 mg, 4.93 mmol) was obtained
  3. filtrationafter filtration and air
  4. customdrying at 25° C.

Sources & evidence

ORD record
ord-d68f503074924d43b6c44e8f7bd57d43
Source dataset
uspto-grants-2015_07
Patent number
US09090594B2

Reaction notes

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