3-Nitrophenylboronic Acid → 5-Methyl-thiophene-2-carboxylic acid [7-(3-nitro-phenyl)-4-methoxy-benzothiazol-2-yl]-amide

HRID 2250690Notes

Reaction equation

HRID 2250690 reaction equation
I[C:2]1[C:10]2[S:9][C:8]([NH:11][C:12]([C:14]3[S:15][C:16]([CH3:19])=[CH:17][CH:18]=3)=[O:13])=[N:7][C:6]=2[C:5]([O:20][CH3:21])=[CH:4][CH:3]=1.[N+:22]([C:25]1[CH:26]=[C:27](B(O)O)[CH:28]=[CH:29][CH:30]=1)([O-:24])=[O:23]>>[N+:22]([C:25]1[CH:30]=[C:29]([C:2]2[C:10]3[S:9][C:8]([NH:11][C:12]([C:14]4[S:15][C:16]([CH3:19])=[CH:17][CH:18]=4)=[O:13])=[N:7][C:6]=3[C:5]([O:20][CH3:21])=[CH:4][CH:3]=2)[CH:28]=[CH:27][CH:26]=1)([O-:24])=[O:23]

Participants

3

Reactant 2

HCID 16773-Nitrophenylboronic AcidHCID 865849065-Methyl-thiophene-2-carboxylic acid (4-methoxy-7-iodo-benzothiazol-2-yl)-amide

Product 1

HCID 865849085-Methyl-thiophene-2-carboxylic acid [7-(3-nitro-phenyl)-4-methoxy-benzothiazol-2-yl]-amideYield 42%

Procedure

5-Methyl-thiophene-2-carboxylic acid [7-(3-nitro-phenyl)-4-methoxy-benzothiazol-2-yl]-amide is synthesized from 5-methyl-thiophene-2-carboxylic acid (7-iodo-4-methoxy-benzothiazol-2-yl)-amide (155 mg, 0.36 mmol) and 3-nitrophenylboronic acid (135 mg, 0.81 mmol) using the general procedure A as a light yellow crystalls in 42% yield. MS: m/e=425 (M+).

Sources & evidence

ORD record
ord-053044f765804c90bc011ea72b1588bf
Source dataset
uspto-grants-2008_01
Patent number
US07317007B2

Reaction notes

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