Benzhydrylamine → HCID 16661740, compound

HRID 1879422Notes

Reaction equation

HRID 1879422 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11](=[O:15])[C:12]([OH:14])=O)=[CH:3]1.[C:16]1([CH:22]([NH2:29])[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CC#N>[CH:22]([NH:29][C:12](=[O:14])[C:11]([C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:2]([CH3:1])[CH:3]=1)=[O:15])([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 7036BenzhydrylamineHCID 4589028N-Methyl-3-indoleglyoxylic acid

Product 1

HCID 16661740HCID 16661740, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

N-Benzhydryl-2-(1-methyl-1H-indol-3-yl)-2-oxo-acetamide was synthesized following scheme II above starting from (1-methyl-1H-indol-3-yl)-oxo-acetic acid and C,C-diphenyl-methylamine. Yield (11%). HPLC ret. time 3.79 min, 10-99% CH3CN, 5 min run; 1H NMR (400 MHz, DMSO-d6) δ 9.56 (d, J=9.1 Hz, 1H), 8.65 (s, 1H), 8.24 (m, 1H), 7.61 (m, 1H), 7.43-7.26 (m, 12H), 6.32 (d, J=9.1 Hz, 1H), 3.90 (s, 3H); ESI-MS 369.1 m/z (MH+).

Workup

  1. customYield (11%)

Sources & evidence

ORD record
ord-c505f2eb38f24e329bcd973eaca8ac0b
Source dataset
uspto-grants-2012_11
Patent number
US08314256B2

Reaction notes

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