HCID 54430137, compound → HCID 70202379, compound

HRID 362309Notes

Reaction equation

HRID 362309 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:23]3[C:22]([NH2:24])=[N:21][CH:20]=[N:19][C:18]=3[N:17]([C:25]3[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][N:34]4[CH:38]=[CH:37][N:36]=[CH:35]4)=[CH:27][CH:26]=3)[CH:16]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.[H][H]>C1COCC1.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[C:23]3[C:22]([NH2:24])=[N:21][CH:20]=[N:19][C:18]=3[N:17]([C:25]3[CH:26]=[CH:27][C:28]([O:31][CH2:32][CH2:33][N:34]4[CH:38]=[CH:37][N:36]=[CH:35]4)=[CH:29][CH:30]=3)[CH:16]=2)=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 54430137HCID 54430137, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70202379HCID 70202379, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

0.5 g of 5-(4-benzyloxyphenyl)-7-[4-(2-(1-imidazolyl)ethoxy)phenyl]-4-aminopyrrolo[2,3-d]-pyrimidine is hydrogenated for 22 h in a hydrogen atmosphere at normal pressure and about 50° C. in 15 ml of THF in the presence of 0.1 g of 5% palladium/carbon. After filtration through Celite and crystallization by addition of ether, 5-(4-hydroxyphenyl)-7-[4-(2-(1-imidazolyl)ethoxy)phenyl]-4-aminopyrrolo[2,3-d]pyrimidine having an m.p. of 210°-212° C. is obtained.

Workup

  1. filtrationAfter filtration
  2. customthrough Celite and crystallization
  3. additionby addition of ether, 5-(4-hydroxyphenyl)-7-[4-(2-(1-imidazolyl)ethoxy)phenyl]-4-aminopyrrolo[2,3-d]pyrimidine having an m.p. of 210°-212° C.
  4. customis obtained

Sources & evidence

ORD record
ord-f706190ce9294ca78baeace52c7f3788
Source dataset
uspto-grants-1999_02
Patent number
US05869485

Reaction notes

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