Indole-5-carbonitrile → (3-Acetyl-5-cyano-indol-1-yl)-acetic acid

HRID 1527231Notes

Reaction equation

HRID 1527231 reaction equation
[NH:1]1C2C(=CC(C#N)=CC=2)C=[CH:2]1.[C:12]([C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21](OC(F)(F)F)[CH:22]=2)[N:17]([CH2:29][C:30]([OH:32])=[O:31])[CH:16]=1)(=[O:14])[CH3:13]>>[C:12]([C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([C:2]#[N:1])[CH:22]=2)[N:17]([CH2:29][C:30]([OH:32])=[O:31])[CH:16]=1)(=[O:14])[CH3:13]

Participants

3

Reactant 2

HCID 27513Indole-5-carbonitrileHCID 68284505(3-Acetyl-5-trifluoromethoxy-indol-1-yl)acetic acid

Product 1

HCID 68284791(3-Acetyl-5-cyano-indol-1-yl)-acetic acid

Procedure

was prepared from 1H-indole-5-carbonitrile in a similar manner as described in Scheme A13 for the preparation of (3-acetyl-5-trifluoromethoxy-indol-1-yl)-acetic acid. MS (LC/MS): 241.2 [M−H]−; 243.2 [M+H]+; tR (HPLC conditions a): 2.62 min.

Workup

  1. custom2.62 min.

Sources & evidence

ORD record
ord-3cea69c62dd84b238bd3f3f27e69df70
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

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