Ethyl 4-amino-2-methoxybenzoate → HCID 66789368, compound

HRID 1360237Notes

Reaction equation

HRID 1360237 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:35][CH3:36])=[C:6]([S:8]([N:11]2[C:16]3[CH:17]=[C:18]([C:21]([NH:23][C:24]4[CH:32]=[CH:31][C:27]([C:28]([OH:30])=[O:29])=[C:26]([O:33][CH3:34])[CH:25]=4)=[O:22])[CH:19]=[CH:20][C:15]=3[O:14][CH2:13][CH2:12]2)(=[O:10])=[O:9])[CH:7]=1.[CH2:37](OC(=O)C1C=CC(N)=CC=1OC)[CH3:38]>>[CH2:37]([O:29][C:28](=[O:30])[C:27]1[CH:31]=[CH:32][C:24]([NH:23][C:21]([C:18]2[CH:19]=[CH:20][C:15]3[O:14][CH2:13][CH2:12][N:11]([S:8]([C:6]4[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=4[O:35][CH3:36])(=[O:10])=[O:9])[C:16]=3[CH:17]=2)=[O:22])=[CH:25][C:26]=1[O:33][CH3:34])[CH3:38]

Participants

3

Reactant 2

HCID 9899092Ethyl 4-amino-2-methoxybenzoateHCID 24762395HCID 24762395, compound

Product 1

HCID 66789368HCID 66789368, compound

Procedure

4-{[4-(5-Chloro-2-methoxy-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbonyl]-amino}-2-methoxy-benzoic acid, MS (ISP): m/e=531.0 (M−H), was prepared as described in example 1, steps 1 to 6. Step 5 was performed using 4-amino-2-methoxy-benzoic acid ethyl ester and yielded 4-{[4-(5-chloro-2-methoxy-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbonyl]-amino}-2-methoxy-benzoic acid ethyl ester, which was hydrolyzed in step 6.

Sources & evidence

ORD record
ord-1a0bf33bb18b4304836701572bc62128
Source dataset
uspto-grants-2011_02
Patent number
US07879845B2

Reaction notes

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