Acetaldehyde → HCID 58603736, compound

HRID 2386440Notes

Reaction equation

[CH2:1]([N:3]([CH2:31][CH3:32])[CH2:4][CH2:5][CH2:6][NH:7][CH2:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][N:18]=[C:17]([NH:21][CH2:22][CH2:23][C:24]3[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=3)[N:16]=2)[CH:12]=[CH:13][CH:14]=1)[CH3:2].[CH:33](=O)[CH3:34]>>[CH2:31]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][CH2:6][N:7]([CH2:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][N:18]=[C:17]([NH:21][CH2:22][CH2:23][C:24]3[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=3)[N:16]=2)[CH:12]=[CH:13][CH:14]=1)[CH2:33][CH3:34])[CH3:32]

Participants

Reactant 2

HCID 177Acetaldehyde

HCID 58603663HCID 58603663, compound

Product 1

HCID 58603736HCID 58603736, compound

Procedure

Compound 125 was coupled with acetaldehyde following procedure E. LC-MS showed the product had the expected M+H+ of 462. 1H NMR (Varian 300 MHz, CDCl3, shifts relative to the solvent peak at 7.24 ppm) δ 8.3 (m, 1), 8.1 (m, 1), 8.0 (m, 2H), 7.5 (m, 2H), 71 (m, 3H), 6.7 (m, 2H), 4.9 (s, 1H), 3.8 (s, 1H), 3.6 (m, 3H), 3.0 (m, 6H), 2.8 (m, 3H), 2.6 (m, 4H), 1.8 (m, 2H), 1.2 (m, 9H).

Sources & evidence

ORD record: ord-fdd0cf7906064dc4914d3f21dc8c426d
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08268822B2

Reaction notes

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