Trifluoroacetic acid → Trifluoroacetic acid

HRID 720299Notes

Reaction equation

HRID 720299 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([N:22]2[CH2:27][CH2:26][N:25]([S:28]([CH3:31])(=[O:30])=[O:29])[CH2:24][CH2:23]2)[N:9]([CH3:21])[C:10](=[O:20])[C:11]=1[O:12]CC1C=CC=CC=1)=[O:5])[CH3:2].[C:32]([OH:38])([C:34]([F:37])([F:36])[F:35])=[O:33]>>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([N:22]2[CH2:27][CH2:26][N:25]([S:28]([CH3:31])(=[O:29])=[O:30])[CH2:24][CH2:23]2)[N:9]([CH3:21])[C:10](=[O:20])[C:11]=1[OH:12])=[O:5])[CH3:2].[C:32]([OH:38])([C:34]([F:37])([F:36])[F:35])=[O:33]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58739077HCID 58739077, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 58739059HCID 58739059, compound

Procedure

5-Benzyloxy-2-(4-methanesulfonyl-piperazin-1-yl)-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid ethyl ester (0.22 g, 0.49 mmol) was treated with TFA to yield the title compound as a brown oily TFA salt (0.1564 g). 1H NMR (500 MHz, CDCl3) δ: 4.45 (2H, q, J=7.1 Hz), 3.59 (3H, s), 3.42–3.39 (4H, m), 3.28–3.26 (4H, m), 2.86 (3H, s), 1.42 (3H, t, J=7.0 Hz). HRMS (M−H) calcd for C13H19N4O6S: 359.10253. found: 359.1039.

Sources & evidence

ORD record
ord-f1daa29755604e4495d63d97c705edc1
Source dataset
uspto-grants-2006_11
Patent number
US07135467B2

Reaction notes

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