HCID 21069838, compound → HCID 21069993, compound

HRID 1372287Notes

Reaction equation

HRID 1372287 reaction equation
[CH2:1]([O:8][C:9]1[C:18](=[O:19])[N:17]2[C:12]([C:13]([CH3:21])([CH3:20])[O:14][CH2:15][CH2:16]2)=[N:11][C:10]=1[C:22]([OH:24])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:25][C:26]1[CH:31]=[C:30]([N:32]2[CH:36]=[N:35][C:34]([CH3:37])=[N:33]2)[CH:29]=[CH:28][C:27]=1[CH2:38][NH2:39]>>[F:25][C:26]1[CH:31]=[C:30]([N:32]2[CH:36]=[N:35][C:34]([CH3:37])=[N:33]2)[CH:29]=[CH:28][C:27]=1[CH2:38][NH:39][C:22]([C:10]1[N:11]=[C:12]2[N:17]([C:18](=[O:19])[C:9]=1[O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:16][CH2:15][O:14][C:13]2([CH3:20])[CH3:21])=[O:24]

Participants

3

Reactant 2

HCID 21069838HCID 21069838, compoundHCID 210698583-(Benzyloxy)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxylic acid

Product 1

HCID 21069993HCID 21069993, compound

Procedure

The title compound can be prepared from intermediate 27, 3-(benzyloxy)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido-[2,1-c][1,4]oxazine-2-carboxylic acid and intermediate 87, (2-fluoro-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)methanamine. White crystals; mp 183–185° C. (ethyl acetate). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.65 (6H, s, 2×CH3), 2.52 (3H, s, CH3), 4.05 (4H, m, 2×CH2), 4.64 (2H, d, J=6.1 Hz, NCH2), 5.33 (2H, s, OCH2), 7.29–7.55 (8H, m, aromatics), 7.84 (1H, broad t, NH), 8.45 (1H, s, CH). Anal. Calcd for C27H27FN6O4: C, 62.54; H, 5.25; N, 16.21. Found: C, 62.41; H, 5.40; N, 16.23.

Sources & evidence

ORD record
ord-27b01db6f93e4ef39b40e0afcfe9c6e5
Source dataset
uspto-grants-2007_01
Patent number
US07157447B2

Reaction notes

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