Ethyl 6-Aminonicotinate → Ethyl 6-[[[5-methoxy-3-(1-methylethoxy)benzo[b]thien-2-yl]carbonyl]amino]-3-pyridinecarboxylate

HRID 1708217Notes

Reaction equation

HRID 1708217 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]2[S:7][C:8]([C:14]([OH:16])=O)=[C:9]([O:10][CH:11]([CH3:13])[CH3:12])[C:5]=2[CH:4]=1.[NH2:19][C:20]1[CH:30]=[CH:29][C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:22][N:21]=1>>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]2[S:7][C:8]([C:14]([NH:19][C:20]3[N:21]=[CH:22][C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:29][CH:30]=3)=[O:16])=[C:9]([O:10][CH:11]([CH3:12])[CH3:13])[C:5]=2[CH:4]=1

Participants

3

Reactant 2

HCID 235927Ethyl 6-AminonicotinateHCID 139616485-Methoxy-3-(1-methylethoxy)benzo[b]thiophene-2-carboxylic acid

Product 1

HCID 18961217Ethyl 6-[[[5-methoxy-3-(1-methylethoxy)benzo[b]thien-2-yl]carbonyl]amino]-3-pyridinecarboxylateYield 6%

Procedure

Following a procedure analogous to Example 12, 5-methoxy-3-(1-methyl ethoxy)benzo[b]thiophene-2-carboxylic acid (1.07 g, 4 mmol ) and ethyl 6-aminonicotinate (690 mg, 4.2 mmol) provides 90 mg (6%) of product; mp 131°-133° C.

Sources & evidence

ORD record
ord-bfa0d747304a4407b09db3b2608b0460
Source dataset
uspto-grants-1994_10
Patent number
US05356926

Reaction notes

Loading…