3-Oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylic acid → HCID 86671537, compound

HRID 1422941Notes

Reaction equation

HRID 1422941 reaction equation
O[C:2]1([CH:14]=O)[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[N:10]=2)[N:5]=[CH:4][CH2:3]1.C(O[C:21](=[O:32])[NH:22][CH:23]1[CH2:28][CH2:27][CH:26]([CH2:29][CH:30]=[O:31])[CH2:25][CH2:24]1)(C)(C)C.[O:33]=[C:34]1[NH:39][C:38]2[CH:40]=[C:41](C(O)=O)[CH:42]=[CH:43][C:37]=2[O:36][CH2:35]1>>[CH3:13][O:12][C:9]1[N:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][C:3]1[O:31][CH2:30][CH:29]([CH:26]3[CH2:25][CH2:24][CH:23]([NH:22][C:21]([C:41]4[CH:42]=[CH:43][C:37]5[O:36][CH2:35][C:34](=[O:33])[NH:39][C:38]=5[CH:40]=4)=[O:32])[CH2:28][CH2:27]3)[CH2:14][C:2]2=1

Participants

4

Reactant 3

HCID 7061213-Oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylic acidHCID 24720884Tert-butyl trans-4-(2-oxoethyl)cyclohexylcarbamateHCID 86671538HCID 86671538, compound

Product 1

HCID 86671537HCID 86671537, compound

Procedure

The titled compound is prepared as a white lyophilizated powder following Scheme 6 and in analogy to Example 15 using 4-hydroxy-6-methoxy-[1,5]naphthyridine-4-carbaldehyde, [4-(2-oxo-ethyl)-cyclohexyl]-carbamic acid tert-butyl ester and 3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid as starting materials.

Sources & evidence

ORD record
ord-2c529b31c51e4605b608e4ca830ac93e
Source dataset
uspto-grants-2015_01
Patent number
US08927541B2

Reaction notes

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