Ammonia → HCID 86711287, compound

HRID 336152Notes

Reaction equation

HRID 336152 reaction equation
[NH3:1].Cl[C:3]1[C:4]2[C:11]([I:12])=[CH:10][N:9]([CH2:13][CH2:14][C@@H:15]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH:16]=[CH2:17])[C:5]=2[N:6]=[CH:7][N:8]=1.O>COCCOC>[NH2:1][C:3]1[C:4]2[C:11]([I:12])=[CH:10][N:9]([CH2:13][CH2:14][C@@H:15]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH:16]=[CH2:17])[C:5]=2[N:6]=[CH:7][N:8]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 86711286HCID 86711286, compound

Product 1

HCID 86711287HCID 86711287, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
105 °C

Procedure

28% aqueous ammonia (17.5 ml) was added to a solution of (R)-tert-butyl (5-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine-7-yl)pent-1-en-3-yl)carbamate (3.49 g) obtained in Step 4 in DME (17.5 ml), and the mixture was stirred in an autoclave at an internal temperature of 105° C. for 8 hours. After cooling the reaction mixture, water (70 ml) was added thereto, and the mixture was stirred at room temperature for 4 hours. The resulting precipitate was collected by filtration, washed with water, and dried to obtain the title compound as a light-yellow solid (3.20 g).

Workup

  1. additionwas added
  2. stirringthe mixture was stirred at room temperature for 4 hours
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-b62a4287a5c4460ab48c83592d3ba02d
Source dataset
uspto-grants-2014_11
Patent number
US08889666B2

Reaction notes

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