Azane;hydrate → HCID 71217685, compound

HRID 2175646Notes

Reaction equation

HRID 2175646 reaction equation
Cl[C:2]1[C:3]2[C:10]([I:11])=[CH:9][N:8]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=3)[C:4]=2[N:5]=[CH:6][N:7]=1.[NH3:21].O>O1CCOCC1>[I:11][C:10]1[C:3]2[C:2]([NH2:21])=[N:7][CH:6]=[N:5][C:4]=2[N:8]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[CH:9]=1

Participants

4

Reactant 2

HCID 12896473Azane;hydrateHCID 86689037HCID 86689037, compound

Product 1

HCID 71217685HCID 71217685, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
120 °C

Procedure

A suspension of 4-chloro-5-iodo-7-(3-nitrophenyl)-7H-pyrrolo[2,3-d]pyrimidine (16) (4.0 g, 10.0 mmol) in dioxane (80 mL) and NH3.H2O (40 mL) was sealed in a reaction vessel and heated to 120° C. for 1 hr. After cooling to r. t., the reaction mixture was concentrated under reduced pressure to afford 5-iodo-7-(3-nitrophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (17) (quant. yield) as a yellow solid which was directly used in next step. LC-MS (ESI): m/z (M+1) 381.6.

Workup

  1. customwas sealed in a reaction vessel
  2. temperatureAfter cooling
  3. concentration, the reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-fcda4c6b03204416bd65dc7301d219b5
Source dataset
uspto-grants-2015_06
Patent number
US09062058B2

Reaction notes

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