Methylamine → HCID 22480254, compound

HRID 1349601Notes

Reaction equation

HRID 1349601 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([NH:17][C:18]([C:20]4[CH:28]=[CH:27][C:23]([C:24](O)=[O:25])=[CH:22][CH:21]=4)=[O:19])[CH:15]=3)[NH:10][N:9]=2)=[CH:4][CH:3]=1.[CH3:29][NH2:30]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([NH:17][C:18]([C:20]4[CH:21]=[CH:22][C:23]([C:24](=[O:25])[NH:30][CH3:29])=[CH:27][CH:28]=4)=[O:19])[CH:15]=3)[NH:10][N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 22479855HCID 22479855, compound

Product 1

HCID 22480254HCID 22480254, compoundYield 67%

Procedure

The product of example 45 (50 mg, 0.128 mmol) in methylamine (40% in water, 3 mL) was heated in a sealed tube at 100° C. for two hours. The resulting precipitate was filtered and washed with small portions of ethyl acetate to afford the title compound (33 mg, 67% yield). 1H NMR (DMSO-d6) δ 13.22 (br s, 1H), 10.41 (s, 1H), 8.58 (m, 1H), 8.52 (s, 1H), 8.00 (m, 6H), 7.75 (d, 1H), 7.56 (d, 1H), 7.36 (t, 2H), 2.79 (m, 3H); ES-MS (m/z) 389 [M+1]+.

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with small portions of ethyl acetate

Sources & evidence

ORD record
ord-2d2859f938714dcbb9a16f3b0a6d8b55
Source dataset
uspto-grants-2007_05
Patent number
US07211594B2

Reaction notes

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