2,6-Dichloro-4-(methoxycarbonyl)benzoic acid → Methyl 4-{[4-(acetylamino)-1H-pyrrolo[3,2-c]pyridin-1-yl]carbonyl}-3,5-dichlorobenzoate

HRID 875489Notes

Reaction equation

HRID 875489 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([C:11]([O:13][CH3:14])=[O:12])[CH:8]=[C:7]([Cl:15])[C:3]=1[C:4]([OH:6])=O.[NH:16]1[C:24]2[CH:23]=[CH:22][N:21]=[C:20]([NH:25][C:26](=[O:28])[CH3:27])[C:19]=2[CH:18]=[CH:17]1.ClC1C=C(C(=O)NCC)C=C(Cl)C=1C(O)=O>>[C:26]([NH:25][C:20]1[C:19]2[CH:18]=[CH:17][N:16]([C:4]([C:3]3[C:7]([Cl:15])=[CH:8][C:9]([C:11]([O:13][CH3:14])=[O:12])=[CH:10][C:2]=3[Cl:1])=[O:6])[C:24]=2[CH:23]=[CH:22][N:21]=1)(=[O:28])[CH3:27]

Participants

4

Reactant 3

HCID 684593252,6-Dichloro-4-(methoxycarbonyl)benzoic acidHCID 710615382,6-Dichloro-4-(ethylcarbamoyl)benzoic acidHCID 86720630N-(1H-pyrrolo[3,2-c]pyridin-4-yl)acetamide

Product 1

HCID 86720666Methyl 4-{[4-(acetylamino)-1H-pyrrolo[3,2-c]pyridin-1-yl]carbonyl}-3,5-dichlorobenzoate

Procedure

This was prepared using 2,6-dichloro-4-(methoxycarbonyl)benzoic acid and N-(1H-pyrrolo[3,2-c]pyridin-4-yl) acetamide (Intermediate 29) in an analogous manner.

Workup

  1. customThis was prepared

Sources & evidence

ORD record
ord-0a44e244732c456f8c705649b671bd54
Source dataset
uspto-grants-2015_03
Patent number
US08980911B2

Reaction notes

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