2-(4-Cyano-3-(trifluoromethyl)phenyl)acetic acid → HCID 118341215, compound

HRID 1753016Notes

Reaction equation

HRID 1753016 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([C:10]2[C:14]3[CH:15]=[N:16][CH:17]=[CH:18][C:13]=3[N:12]([CH:19]([CH3:21])[CH3:20])[CH:11]=2)=[O:9])[CH:5]=[CH:4][N:3]=1.[C:22]([C:24]1[CH:29]=[CH:28][C:27]([CH2:30][C:31](O)=[O:32])=[CH:26][C:25]=1[C:34]([F:37])([F:36])[F:35])#[N:23]>>[C:22]([C:24]1[CH:29]=[CH:28][C:27]([CH2:30][C:31]([NH:1][C:2]2[CH:7]=[C:6]([C:8]([C:10]3[C:14]4[CH:15]=[N:16][CH:17]=[CH:18][C:13]=4[N:12]([CH:19]([CH3:21])[CH3:20])[CH:11]=3)=[O:9])[CH:5]=[CH:4][N:3]=2)=[O:32])=[CH:26][C:25]=1[C:34]([F:35])([F:37])[F:36])#[N:23]

Participants

3

Reactant 2

HCID 708173812-(4-Cyano-3-(trifluoromethyl)phenyl)acetic acidHCID 90093478HCID 90093478, compound

Product 1

HCID 118341215HCID 118341215, compound

Procedure

Prepared according to Method M (Example 206) at 60° C. for 16 hours followed by 70° C. for a further 16 hours using (2-aminopyridin-4-yl)-(1-isopropyl-1H-pyrrolo[3,2-c]pyridin-3-yl)methanone (Preparation 20) and [4-cyano-3-(trifluoromethyl)phenyl]acetic acid (Preparation 95). Purified using silica gel column chromatography eluting with 5-7% MeOH in DCM.

Workup

  1. customPrepared
  2. waitfollowed by 70° C. for a further 16 hours
  3. customPurified
  4. washeluting with 5-7% MeOH in DCM

Sources & evidence

ORD record
ord-c95aad1dd9894bd2974ce1ae6eb1d079
Source dataset
uspto-grants-2015_10
Patent number
US09163021B2

Reaction notes

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