HCID 86627720, compound → HCID 66647723, compound

HRID 2428005Notes

Reaction equation

HRID 2428005 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][NH:14][C:15]1[N:23]=[C:22]2[C:18]([NH:19][C:20](=[O:32])[N:21]2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[O:30][CH3:31])=[C:17]([C:33]([O:35]CC)=O)[N:16]=1)=O)(C)(C)C.[NH2:38]C1C(C(OCC)=O)=NC(NC[C@@H]2CCCN2C(OC(C)(C)C)=O)=NC=1NC1C=CC=CC=1OC>ClCCl>[CH3:31][O:30][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[N:21]1[C:20](=[O:32])[NH:19][C:18]2[C:22]1=[N:23][C:15]([NH:14][CH2:13][C@@H:9]1[CH2:10][CH2:11][CH2:12][NH:8]1)=[N:16][C:17]=2[C:33]([NH2:38])=[O:35]

Participants

4

Reactant 2

HCID 86627720HCID 86627720, compoundHCID 86627721HCID 86627721, compound

Product 1

HCID 66647723HCID 66647723, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(S)-Ethyl 2-((1-(tert-butoxycarbonyl)pyrrolidin-2-yl)methylamino)-9-(2-methoxy-phenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxylate. (S)-Ethyl 5-amino-2-((1-(tert-butoxy-carbonyl)pyrrolidin-2-yl)methylamino)-6-(2-methoxyphenylamino)pyrimidine-4-carboxylate (0.340 g, 0.740 mmol) and carbonyldiimidiazole (1.13 g, 7.40 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 the title product (0.352 g, 98%). MS (ESI) m/z 513.5 [M+1]+.

Workup

  1. custompurified

Sources & evidence

ORD record
ord-93484f6ed43341ce9dd5bfcef2b12032
Source dataset
uspto-grants-2011_06
Patent number
US07968556B2

Reaction notes

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