Methylamine ethanol → HCID 178485285, compound

HRID 908265Notes

Reaction equation

[O:1]=[C:2]1[C:7]2[NH:8][CH:9]=[C:10]([C:11](=[O:21])[C:12]3[C:17]([F:18])=[CH:16][C:15]([F:19])=[CH:14][C:13]=3[F:20])[C:6]=2[CH:5]=[CH:4][N:3]1[CH2:22][C:23]1[NH:27][C:26]2[CH:28]=[CH:29][C:30]([C:32](O)=[O:33])=[CH:31][C:25]=2[N:24]=1.[CH3:35][NH2:36].C(O)C>>[CH3:35][NH:36][C:32]([C:30]1[CH:29]=[CH:28][C:26]2[NH:27][C:23]([CH2:22][N:3]3[CH:4]=[CH:5][C:6]4[C:10]([C:11](=[O:21])[C:12]5[C:17]([F:18])=[CH:16][C:15]([F:19])=[CH:14][C:13]=5[F:20])=[CH:9][NH:8][C:7]=4[C:2]3=[O:1])=[N:24][C:25]=2[CH:31]=1)=[O:33]

Participants

Reactant 2

HCID 22028356Methylamine ethanol

HCID 178524167HCID 178524167, compound

Product 1

HCID 178485285HCID 178485285, compound

Procedure

Following the procedure for example 24, the product obtained in Example 26 was treated with methylamine/ethanol instead of ethylamine to give the titled compound. LC/MS: m/z 480(M+H). 1H-NMR (500 MHz, d6-DMSO). δ 2.78 (d, 3H), 5.55 (s, 2H), 7.04 (d, 1H), 7.35 (t, 2H), 7.58-7.62 (m, 2H), 7.75 (dd, 1H), 7.92 (d, 1H), 8.04 (s, 1H), 8.44 (d, 1H), 13.1 (d, 1H).

Sources & evidence

ORD record: ord-5a99f4d5267447c89891f96a79fc0635
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08017605B2

Reaction notes

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