6-(2,2,2-Trifluoroethoxy)pyridine-3-carboxylic acid → HCID 58138933, compound

HRID 2061570Notes

Reaction equation

HRID 2061570 reaction equation
[F:1][C:2]([F:15])([F:14])[CH2:3][O:4][C:5]1[N:10]=[CH:9][C:8]([C:11]([OH:13])=O)=[CH:7][CH:6]=1.[F:16][C:17]([F:30])([F:29])[C:18]1[NH:19][C:20]2[C:25]([CH:26]=1)=[CH:24][C:23]([CH2:27][NH2:28])=[CH:22][CH:21]=2.FC(F)(F)C1NC2C(C=1)=CC(CNC(C1C=NC(C(F)(F)F)=CC=1)=O)=CC=2>>[F:30][C:17]([F:16])([F:29])[C:18]1[NH:19][C:20]2[C:25]([CH:26]=1)=[CH:24][C:23]([CH2:27][NH:28][C:11]([C:8]1[CH:9]=[N:10][C:5]([O:4][CH2:3][C:2]([F:1])([F:15])[F:14])=[CH:6][CH:7]=1)=[O:13])=[CH:22][CH:21]=2

Participants

4

Reactant 3

HCID 27810286-(2,2,2-Trifluoroethoxy)pyridine-3-carboxylic acidHCID 58126817(2-(Trifluoromethyl)-1h-indol-5-yl)methanamine2×HCID 58138928HCID 58138928, compound

Product 1

HCID 58138933HCID 58138933, compound

Procedure

Prepared from 6-(2,2,2-trifluoroethoxy)pyridine-3-carboxylic acid (Apollo Scientific) and [(2-trifluoromethyl-1H-indol-5-yl)methyl]amine (Intermediate 4) according to the method as described of Compound 1; m/z (ES+) 418 (M+1); 1H NMR (400 MHz, d6-DMSO): δ 12.21 (1H, s), 9.16 (1H, t), 8.74 (1H, s), 8.27 (1H, dd), 7.62 (1H, s), 7.44 (1H, d), 7.30 (1H, dd), 7.08 (1H, dd), 7.00 (1H, s), 5.06 (2H, m), 4.57 (2H, d).

Sources & evidence

ORD record
ord-726926e063b34e3ba6bbacf1929ccfa8
Source dataset
uspto-grants-2012_10
Patent number
US08283365B2

Reaction notes

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