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Hydrogen iodide → 4-Iodo-7H-pyrrolo(2,3-d)pyrimidine

HRID 1054507
Notes
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Reaction equation

HRID 1054507 reaction equation
Cl[C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[IH:11]>>[I:11][C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 24841Hydrogen iodideHCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-

Product 1

HCID 578708044-Iodo-7H-pyrrolo(2,3-d)pyrimidine

Procedure

A mixture of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (673 mg, 4.41 mmol) and 7 mL of 57% hydriodic acid was stirred at room temperature for 16 hours. The solid was filtered off, suspended in 5 mL of water and brought to pH=8 with aqueous ammonia solution. The suspension was cooled down to 0° C. and the solid was filtered off, washed with cold water and dried to give the product to yield 970 mg of the product as a white powder. The product contains about 10% of the starting material.

Workup

  1. filtrationThe solid was filtered off
  2. temperatureThe suspension was cooled down to 0° C.
  3. filtrationthe solid was filtered off
  4. washwashed with cold water
  5. customdried
  6. customto give the product

Sources & evidence

ORD record
ord-0d0864e9b46e41a39b02051a462270d2
Source dataset
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09394307B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes