4-(2-Chloro-4-methoxyphenyl)benzoic acid → 2'-Chloro-4'-methoxy-biphenyl-4-carboxylic acid {2-[methyl-(1-methyl-pyrrolidin-3-yl)-amino]-benzothiazol-6-yl}-amide

HRID 1174976Notes

Reaction equation

HRID 1174976 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([C:16]([OH:18])=O)=[CH:12][CH:11]=1.[CH3:19][N:20]([CH:31]1[CH2:35][CH2:34][N:33]([CH3:36])[CH2:32]1)[C:21]1[S:22][C:23]2[CH:29]=[C:28]([NH2:30])[CH:27]=[CH:26][C:24]=2[N:25]=1>>[CH3:19][N:20]([CH:31]1[CH2:35][CH2:34][N:33]([CH3:36])[CH2:32]1)[C:21]1[S:22][C:23]2[CH:29]=[C:28]([NH:30][C:16]([C:13]3[CH:12]=[CH:11][C:10]([C:3]4[CH:4]=[CH:5][C:6]([O:8][CH3:9])=[CH:7][C:2]=4[Cl:1])=[CH:15][CH:14]=3)=[O:18])[CH:27]=[CH:26][C:24]=2[N:25]=1

Participants

3

Reactant 2

HCID 534261884-(2-Chloro-4-methoxyphenyl)benzoic acidHCID 68772076HCID 68772076, compound

Product 1

HCID 115407042'-Chloro-4'-methoxy-biphenyl-4-carboxylic acid {2-[methyl-(1-methyl-pyrrolidin-3-yl)-amino]-benzothiazol-6-yl}-amide

Procedure

The title compound is prepared by following Method A, using 2′-chloro-4′-methoxy-biphenyl-4-carboxylic acid (0.26 g, 0.99 mmol), and isomer-1 of N*2*-Methyl-N*2*-(1-methyl-pyrrolidin-3-yl)-benzothiazole-2,6-diamine (0.20 g, 0.76 mmol) to afford the product (0.125 g, 32%). LC/MS: Retention time=5.27 min; (m/z): calcd for C27H27ClN4O2S. m/e: 507.1; found: 507.0.

Sources & evidence

ORD record
ord-979d59ccc59e4b358d85ab3708b4c607
Source dataset
uspto-grants-2010_11
Patent number
US07838543B2

Reaction notes

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