3,4-Diaminobenzoic acid → HCID 178513575, compound

HRID 719606Notes

Reaction equation

HRID 719606 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:13]3[CH:18]=[CH:17][C:16]([C:19]4[NH:23][C:22]5[CH:24]=[CH:25][C:26]([C:28](O)=[O:29])=[CH:27][C:21]=5[N:20]=4)=[CH:15][CH:14]=3)[O:12][CH2:11][CH2:10][O:9]2)=[CH:4][CH:3]=1.ClC1C=CC(C2(C3C=CC(C=O)=CC=3)OCCO2)=CC=1.[NH2:51]C1C=C(C=CC=1N)C(O)=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:13]3[CH:18]=[CH:17][C:16]([C:19]4[NH:23][C:22]5[CH:24]=[CH:25][C:26]([C:28]([NH2:51])=[O:29])=[CH:27][C:21]=5[N:20]=4)=[CH:15][CH:14]=3)[O:12][CH2:11][CH2:10][O:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 692633,4-Diaminobenzoic acidHCID 12925058HCID 12925058, compoundHCID 178524154HCID 178524154, compound

Product 1

HCID 178513575HCID 178513575, compound

Procedure

2-{4-[2-(4-Chloro-phenyl)-[1,3]dioxolan-2-yl]-phenyl}-1H-benzoimidazole-5-carboxylic acid. This compound was prepared as described in Example 1 Step C from 4-[2-(4-chloro-phenyl)-[1,3]dioxolan-2-yl]-benzaldehyde (100 mg, 0.34 mmol) and 3,4-diamino-benzoic acid (53 mg, 0.34 mmol). The title compound was obtained as a tan solid 135 mg (92%). MS (ESI): mass calculated for C23H17ClN2O4, 420.1; m/z found, 421.1 [M+H]+, 419.1 [M−H]−. HPLC (Method B): Rt=2.43.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-b5b00822b2da4409b9ecaedc93543c23
Source dataset
uspto-grants-2006_11
Patent number
US07132440B2

Reaction notes

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