Methyl 3-[N-(p-Chlorobenzyl)-3-benzyl-5-(benzoyloxy)indol-2-yl]-2,2-dimethylpropanoate → 3-[N-(p-Chlorobenzyl)-3-benzyl-5-(quinolin-2-yl-methoxy)indol-2-yl]-2,2-dimethylpropanoic acid

HRID 327230Notes

Reaction equation

HRID 327230 reaction equation
[Cl:1][C:2]1[CH:41]=[CH:40][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][C:17](=O)[C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:13][CH:14]=3)[C:9]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:8]2[CH2:32][C:33]([CH3:39])([CH3:38])[C:34]([O:36]C)=[O:35])=[CH:4][CH:3]=1.ClC1C=C[C:46]([CH2:47][N:48]2C3C(=CC(OC(=O)C4C=CC=CC=4)=CC=3)C(C(=O)C3C=CC=CC=3)=C2CC(C)(C)C(OC)=O)=[CH:45]C=1>>[Cl:1][C:2]1[CH:41]=[CH:40][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH2:17][C:18]4[CH:23]=[CH:22][C:21]5[C:47](=[CH:46][CH:45]=[CH:19][CH:20]=5)[N:48]=4)=[CH:13][CH:14]=3)[C:9]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:8]2[CH2:32][C:33]([CH3:39])([CH3:38])[C:34]([OH:36])=[O:35])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 18947558Methyl 3-[N-(p-Chlorobenzyl)-3-benzyl-5-(benzoyloxy)indol-2-yl]-2,2-dimethylpropanoateHCID 18947606Methyl 3-[N-(p-chlorobenzyl)-3-benzoyl-5-benzoyloxyindol-2-yl]-2,2-dimethylpropanoate

Product 1

HCID 189475913-[N-(p-Chlorobenzyl)-3-benzyl-5-(quinolin-2-yl-methoxy)indol-2-yl]-2,2-dimethylpropanoic acid

Procedure

The title compound was prepared under the conditions described in Step B and Step C of Example 9 but substituting the ester from Example 10 (Step A) for the ester of Example 9 (Step A), m.p. 178° C.

Sources & evidence

ORD record
ord-46b3ea5e7ac2485cae0e9b5385d470a9
Source dataset
uspto-grants-1993_12
Patent number
US05272145

Reaction notes

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