Ammonia methanol → HCID 86711293, compound

HRID 336160Notes

Reaction equation

HRID 336160 reaction equation
CO.[NH3:3].Cl[C:5]1[C:6]2[C:13]([I:14])=[CH:12][N:11]([CH2:15][C@@H:16]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH:17]=[CH2:18])[C:7]=2[N:8]=[CH:9][N:10]=1>>[NH2:3][C:5]1[C:6]2[C:13]([I:14])=[CH:12][N:11]([CH2:15][C@@H:16]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH:17]=[CH2:18])[C:7]=2[N:8]=[CH:9][N:10]=1

Participants

3

Reactant 2

HCID 21705897Ammonia methanolHCID 86711292HCID 86711292, compound

Product 1

HCID 86711293HCID 86711293, compound

Conditions

Temperature
120 °C

Procedure

An 8 N ammonia methanol solution (89.4 ml) was added to the (S)-tert-butyl (1-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)but-3-en-2-yl)carbamate (20.84 g) obtained in Step 1, and the mixture was stirred in an autoclave at 120° C. for 6 hours. The reaction mixture was cooled with ice, and the solvent was distilled off under reduced pressure. After the resulting residue was diluted with a small amount of methanol, the resulting precipitate was collected by filtration, washed with cold methanol (11 ml), and then dried under reduced pressure to obtain the title compound (8.28 g) as a milky-white solid.

Workup

  1. temperatureThe reaction mixture was cooled with ice
  2. distillationthe solvent was distilled off under reduced pressure
  3. additionAfter the resulting residue was diluted with a small amount of methanol
  4. filtrationthe resulting precipitate was collected by filtration
  5. washwashed with cold methanol (11 ml)
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-d2b8c8a4fd9340818430b82963da6b3c
Source dataset
uspto-grants-2014_11
Patent number
US08889666B2

Reaction notes

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