3-(N-Acetyl-N-methoxycarbonylmethylamino)-2-benzoyl-6-chloro-1-(ethoxycarbonyl)indole → 3-(N-Acetyl-N-carboxymethylamino)-2-benzoyl-6-chloroindole

HRID 379853Notes

Reaction equation

HRID 379853 reaction equation
[C:1]([N:4]([C:10]1[C:18]2[C:13](=[CH:14][C:15]([Cl:19])=[CH:16][CH:17]=2)[N:12](C(OCC)=O)[C:11]=1[C:25](=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH2:5][C:6]([O:8]C)=[O:7])(=[O:3])[CH3:2]>ClCCl>[C:1]([N:4]([C:10]1[C:18]2[C:13](=[CH:14][C:15]([Cl:19])=[CH:16][CH:17]=2)[NH:12][C:11]=1[C:25](=[O:32])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[CH2:5][C:6]([OH:8])=[O:7])(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 183681583-(N-Acetyl-N-methoxycarbonylmethylamino)-2-benzoyl-6-chloro-1-(ethoxycarbonyl)indole

Product 1

HCID 183679403-(N-Acetyl-N-carboxymethylamino)-2-benzoyl-6-chloroindole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 2 (Method A) from 3-(N-acetyl-N-methoxycarbonylmethylamino)-2-benzoyl-6-chloro-1-(ethoxycarbonyl)indole (step 1). m.p.: 148-154° C. (dichloromethane) 1H-NMR (DMSO-d6) δ: 12.53 (1H, br s), 12.17 (1H, br s), 7.85 (1H, d, J=8.8 Hz), 7.78-7.62 (3H, m), 7.62-7.51 (3H, m), 7.22 (1H, dd, J=1.8, 8.8 Hz), 3.96 (1H, d, J=17.2 Hz), 3.66 (1H, d, J=17.2 Hz), 1.80 (s, 3H)

Sources & evidence

ORD record
ord-3f0a93c190d44b1c89e9d9649e373e82
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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