Ammonia → HCID 86711276, compound

HRID 336136Notes

Reaction equation

HRID 336136 reaction equation
[NH3:1].[Si:2]([O:9][CH:10]([CH:23]=[CH2:24])[CH2:11][N:12]1[C:16]2[N:17]=[CH:18][N:19]=[C:20](Cl)[C:15]=2[C:14]([I:22])=[CH:13]1)([C:5]([CH3:8])([CH3:7])[CH3:6])([CH3:4])[CH3:3]>C1COCC1.O>[Si:2]([O:9][CH:10]([CH:23]=[CH2:24])[CH2:11][N:12]1[C:16]2[N:17]=[CH:18][N:19]=[C:20]([NH2:1])[C:15]=2[C:14]([I:22])=[CH:13]1)([C:5]([CH3:8])([CH3:7])[CH3:6])([CH3:4])[CH3:3]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 86711275HCID 86711275, compound

Product 1

HCID 86711276HCID 86711276, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
120 °C

Procedure

25% aqueous ammonia (9 ml) was added to a solution of 7-(2-(tert-butyldimethylsilyloxy)-3-butenyl)-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (1.12 g) obtained in Step 3 in THF (7 ml). The mixture was stirred at 120° C. for 5 hours using a microwave reactor. The reaction mixture was cooled, and then diluted with water. The resulting precipitate was collected by filtration, washed with water, and then dried to obtain the title compound as a white solid (1.06 g).

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-2aa7364982634c8dabbf510b7a17cb03
Source dataset
uspto-grants-2014_11
Patent number
US08889666B2

Reaction notes

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