4-Chlorophenylacetyl chloride → HCID 70975841, compound

HRID 535511Notes

Reaction equation

HRID 535511 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([N:12]2[CH2:17][CH:16]([CH3:18])[O:15][CH:14]([CH3:19])[CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:20].[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29](Cl)=[O:30])=[CH:24][CH:23]=1>>[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29]([NH:1][N:2]2[N:11]=[C:10]([N:12]3[CH2:13][CH:14]([CH3:19])[O:15][CH:16]([CH3:18])[CH2:17]3)[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:20])=[O:30])=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 906924-Chlorophenylacetyl chlorideHCID 70975969HCID 70975969, compound

Product 1

HCID 70975841HCID 70975841, compound

Procedure

The product from Example 60A and 2-(4-chlorophenyl)acetyl chloride were processed using a method similar to that described in Example 4C to afford the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.48-11.49 (bs, 1H), 8.29 (ddd, J=7.9, 1.4, 0.6 Hz, 1H), 8.01 (ddd, J=8.1, 1.5, 0.7 Hz, 1H), 7.98 (ddd, J=8.2, 6.9, 1.3 Hz, 1H), 7.89 (ddd, J=7.9, 6.9, 1.5 Hz, 1H), 7.40-7.41 (m, 4H), 3.81-3.94 (m, 2H), 3.67 (s, 2H), 3.29-3.36 (m, 2H), 2.43 (dd, J=12.3, 10.3 Hz, 2H), 1.12 (d, J=6.2 Hz, 6H); MS (APCI+) M/Z 427 (M+H)+.

Sources & evidence

ORD record
ord-c2034c89eaf8489c90896934cd7ce868
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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