Butanal → HCID 71086468, compound

HRID 528910Notes

Reaction equation

HRID 528910 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([NH2:14])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH:15](=O)[CH2:16][CH2:17][CH3:18]>>[CH2:15]([NH:14][C:10]1[CH:9]=[C:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)[CH:13]=[CH:12][CH:11]=1)[CH2:16][CH2:17][CH3:18]

Participants

3

Reactant 2

HCID 261ButanalHCID 27574253'-Chloro[1,1'-biphenyl]-3-amine

Product 1

HCID 71086468HCID 71086468, compound

Procedure

Following a procedure analogous to that for the synthesis of Intermediate 137, 3′-chlorobiphenyl-3-amine (Oakwood, 15 mg, 0.074 mmol) and butyraldehyde (7 μL, 0.074 mmol) were converted to a crude oil which was used without purification in the preparation of Example 143. 1H NMR (CDCl3) δ 8.17 (d, J=0.9 Hz, 1H), 7.86-7.42 (m, 3H), 7.41-7.07 (m, 3H), 6.78-6.57 (m, 1H), 3.00-2.87 (m, 2H), 1.63-1.46 (m, 2H), 1.47-1.34 (m, 2H), 1.02 (t, J=7.4 Hz, 3H); MS(ESI+) m/z 260.2 (M+H)+.

Workup

  1. customwas used without purification in the preparation of Example 143

Sources & evidence

ORD record
ord-b08f05c785f54d10911c7a2434e337d0
Source dataset
uspto-grants-2016_05
Patent number
US09346795B2

Reaction notes

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