Ammonium formate → HCID 67541672, compound

HRID 655127Notes

Reaction equation

HRID 655127 reaction equation
C([N:8]1[N:12]=[N:11][C:10]([C@H:13]2[O:17][C@@H:16]([N:18]3[CH:26]=[N:25][C:24]4[C:19]3=[N:20][C:21]([N:42]3[CH2:46][CH2:45][C@@H:44]([NH:47][C:48]([NH:50][C:51]5[CH:52]=[N:53][CH:54]=[CH:55][CH:56]=5)=[O:49])[CH2:43]3)=[N:22][C:23]=4[NH:27][CH2:28][CH:29]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C@H:15]([OH:57])[C@@H:14]2[OH:58])=[N:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CCO.[Pd]>[OH:57][C@@H:15]1[C@H:14]([OH:58])[C@@H:13]([C:10]2[N:11]=[N:12][NH:8][N:9]=2)[O:17][C@H:16]1[N:18]1[CH:26]=[N:25][C:24]2[C:19]1=[N:20][C:21]([N:42]1[CH2:46][CH2:45][C@@H:44]([NH:47][C:48]([NH:50][C:51]3[CH:52]=[N:53][CH:54]=[CH:55][CH:56]=3)=[O:49])[CH2:43]1)=[N:22][C:23]=2[NH:27][CH2:28][CH:29]([C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 67542538HCID 67542538, compound

Product 1

HCID 67541672HCID 67541672, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 1-{(R)-1-[9-[(2R,3R,4S,5R)-5-(2-Benzyl-2H-tetrazol-5-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-6-(2,2-diphenyl-ethylamino)-9H-purin-2-yl]-pyrrolidin-3-yl}-3-pyridin-3-yl-urea in EtOH under an inert atmosphere of argon is treated with 10% palladium on carbon followed by ammonium formate. The reaction mixture is heated to 50° C. for 4 hours and then filtered through Celite®. The filtrate is concentrated in vacuo to afford the title compound.

Workup

  1. filtrationfiltered through Celite®
  2. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-e74c1ac093104f9093d6dc1cb4fe8bf3
Source dataset
uspto-grants-2011_12
Patent number
US08071565B2

Reaction notes

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