Diisopropylcarbodiimide → HCID 18949408, compound

HRID 1768741Notes

Reaction equation

HRID 1768741 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]([NH:5][C:6]1([C:11]([OH:13])=O)[CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:4].[NH2:16][C:17]1[C:18](=[O:31])[N:19]([CH2:28][CH2:29][CH3:30])[C:20](=[O:27])[N:21]([CH2:24][CH2:25][CH3:26])[C:22]=1[NH2:23].C(N=C=NC(C)C)(C)C>CO>[NH2:23][C:22]1[N:21]([CH2:24][CH2:25][CH3:26])[C:20](=[O:27])[N:19]([CH2:28][CH2:29][CH3:30])[C:18](=[O:31])[C:17]=1[NH:16][C:11]([C:6]1([NH:5][C:3](=[O:4])[C:2]([F:1])([F:15])[F:14])[CH2:7][CH2:8][CH2:9][CH2:10]1)=[O:13]

Participants

5

Reactant 3

HCID 12734DiisopropylcarbodiimideHCID 303574HCID 303574, compoundHCID 50986055,6-Diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 18949408HCID 18949408, compoundYield 75.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
4 °C

Procedure

A mixture of 11.4 g of 1-trifluoroacetylaminocyclopentanecarboxylic acid and 10.4 g of 5,6-diamino-1,3-dipropyluracil in 120 ml of methanol was treated with 8.7 ml of diisopropylcarbodiimide (DIPC). After 2 hours stirring at room temperature and 1 h at 4° C., the formed precipitate is filtered under vacuum, washed and dried, thereby obtaining 15.1 g of 6-amino-1,3-dipropyl-5-(1-trifluoroacetylamino cyclopentanecarboxamido)uracil m.p. 203°-4° C.

Workup

  1. filtrationthe formed precipitate is filtered under vacuum
  2. washwashed
  3. customdried

Sources & evidence

ORD record
ord-c802577f4f3a497cb8fb116e858b5a84
Source dataset
uspto-grants-1995_01
Patent number
US05378844

Reaction notes

Loading…