HCID 86627712, compound → HCID 24937107, compound

HRID 2427987Notes

Reaction equation

HRID 2427987 reaction equation
C(OC(C1C(N)=C(NC2C=CC=CC=2OC)N=C(N[C@H]2CCN(C(OC(C)(C)C)=O)C2)[N:7]=1)=O)C.C(OC([N:42]1[CH2:46][CH2:45][C@H:44]([NH:47][C:48]2[N:56]=[C:55]3[C:51]([NH:52][C:53](=[O:65])[N:54]3[C:57]3[CH:62]=[CH:61][CH:60]=[CH:59][C:58]=3[O:63][CH3:64])=[C:50]([C:66]([O:68]CC)=O)[N:49]=2)[CH2:43]1)=O)(C)(C)C>ClCCl>[CH3:64][O:63][C:58]1[CH:59]=[CH:60][CH:61]=[CH:62][C:57]=1[N:54]1[C:53](=[O:65])[NH:52][C:51]2[C:55]1=[N:56][C:48]([NH:47][C@H:44]1[CH2:45][CH2:46][NH:42][CH2:43]1)=[N:49][C:50]=2[C:66]([NH2:7])=[O:68]

Participants

3

Reactant 1

HCID 86627712HCID 86627712, compound

Product 1

HCID 24937107HCID 24937107, compoundYield 132.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(S)-Ethyl 2-(1-(tert-butoxycarbonyl)pyrrolidin-3-ylamino)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxylate (S)-Ethyl 5-amino-2-(1-(tert-butoxycarbonyl)pyrrolidin-3-ylamino)-6-(2-methoxyphenylamino)pyrimidine-4-carboxylate (0.357 g, 0.756 mmol) and carbonyldiimidiazole (1.22 g, 7.56 mmol) in dichloromethane (20 mL) were reacted according to general procedure F and purified using biotage chromatography (0-100% ethyl acetate in hexanes) to afford a mixture of the title product (0.369 g, 98%). MS (ESI) m/z 499.5 [M+1]+.

Workup

  1. custompurified
  2. customto afford

Sources & evidence

ORD record
ord-4d64804cbaa946e7aa2d67fdf127cdcd
Source dataset
uspto-grants-2011_06
Patent number
US07968556B2

Reaction notes

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