HCID 57565048, compound → HCID 57565019, compound

HRID 1726901Notes

Reaction equation

HRID 1726901 reaction equation
[CH2:1]([N:8]1[C:12]2=[N:13][C:14]([C:26]([O:28]CC)=[O:27])=[C:15]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:16](=[O:17])[N:11]2[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(OCC)(=O)C>[CH2:1]([N:8]1[C:12]2=[N:13][C:14]([C:26]([OH:28])=[O:27])=[C:15]([O:18][CH2:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:16](=[O:17])[N:11]2[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 57565048HCID 57565048, compound

Product 1

HCID 57565019HCID 57565019, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Saponification of ethyl 1-benzyl-6-(benzyloxy)-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-a]pyrimidine-7-carboxylate (2.04 g, 5.04 mmol) as described for intermediate 2 gave 1.90 g (100% yield) of the title acid as white crystals; mp 191° C. (dec), (ethyl acetate). 1HNMR 400 MHz (DMSO-d,) δ (ppm): 3.58 (2H, t, J=8.8 Hz, CH2), 4.05 (2H, t, J=8.8 Hz, CH2), 4.53 (2H, s, NCH2), 4.93 (2H, s, OCH2), 7.32-7.45 (10H, m, aromatics), 13.41 (1H, s, OH). Anal. Calcd for C21H19N3O4: C 66.83; H, 5.07; N, 11.13. Found: C, 66.73; H, 5.16; N, 10.97.

Workup

  1. customgave 1.90 g (100% yield) of the title acid as white crystals

Sources & evidence

ORD record
ord-fd45a2c1f7e242ad95a31cb42e80faaa
Source dataset
uspto-grants-2009_02
Patent number
US07494984B2

Reaction notes

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