Phenylhydrazine hydrochloride → HCID 19348256, compound

HRID 1637285Notes

Reaction equation

HRID 1637285 reaction equation
Cl.C1(NN)C=CC=CC=1.FC1C=CC=C[C:12]=1[C:13](C(CC)C(O)=O)=[O:14].[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[CH:32]1[CH:40]([CH2:41][CH2:42][C:43]([OH:45])=O)[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[NH:33]1>>[C:13]([N:33]1[C:34]2[CH:35]=[CH:36][CH:37]=[C:38]3[C:43](=[O:45])[CH2:42][CH2:41][CH:40]([C:39]=23)[CH:32]1[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[F:25])(=[O:14])[CH3:12]

Participants

4

Reactant 3

HCID 60962Phenylhydrazine hydrochlorideHCID 19348178HCID 19348178, compoundHCID 19348372HCID 19348372, compound

Product 1

HCID 19348256HCID 19348256, compoundYield 22%

Procedure

The procedure of Example 1, steps 1 and 2 was repeated using phenylhydrazine hydrochloride (17.9 g) and (2-fluorobenzoyl)butyric acid (15.1 g) to synthesize 2-(2-fluorophenyl)-2,3-dihydroindole-3-propionic acid, which was reacted according the procedures of Example 2, step 1 and Example 3, step 2 to yield 4.8 g (total yield: 22%) of the titled compound as white crystals.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-24217754a76b4145a0785e1afc2c52c9
Source dataset
uspto-grants-2000_03
Patent number
US06040331

Reaction notes

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