HCID 57853881, compound → HCID 67263764, compound

HRID 1041788Notes

Reaction equation

HRID 1041788 reaction equation
[N:1]1[CH:2]=[CH:3][N:4]2[C:10]=1[C:9]1[CH:11]=[C:12]([NH2:15])[CH:13]=[CH:14][C:8]=1[CH2:7][CH2:6][CH2:5]2.[CH3:16][NH:17][C:18]([C:20]1[S:21][CH:22]=[C:23]([CH3:34])[C:24]=1[NH:25][C:26]1[C:31]([Cl:32])=[CH:30][N:29]=[C:28](Cl)[N:27]=1)=[O:19]>>[CH3:16][NH:17][C:18]([C:20]1[S:21][CH:22]=[C:23]([CH3:34])[C:24]=1[NH:25][C:26]1[C:31]([Cl:32])=[CH:30][N:29]=[C:28]([NH:15][C:12]2[CH:13]=[CH:14][C:8]3[CH2:7][CH2:6][CH2:5][N:4]4[C:10](=[N:1][CH:2]=[CH:3]4)[C:9]=3[CH:11]=2)[N:27]=1)=[O:19]

Participants

3

Reactant 2

HCID 57853881HCID 57853881, compoundHCID 866340193-(2,5-dichloropyrimidin-4-ylamino)-N,4-dimethylthiophene-2-carboxamide

Product 1

HCID 67263764HCID 67263764, compound

Procedure

Following a procedure analogous to Example 1741e, 5,6-dihydro-4H-1,3a-diaza-benzo[e]azulen-9-ylamine and 3-(2,5-dichloro-pyrimidin-4-ylamino)-4-methyl-thiophene-2-carboxylic acid methylamide were converted to 3-[5-chloro-2-(5,6-dihydro-4H-1,3a-diaza-benzo[e]azulen-9-ylamino)-pyrimidin-4-ylamino]-4-methyl-thiophene-2-carboxylic acid methylamide. TFA salt: 1H NMR (300 MHz, CD3OD) δ 8.19 (s, 1H), 7.77 (d, 2H), 7.68 (d, 1H), 7.49 (dd, 1H), 7.34 (d, 1H), 7.09 (s, 1H), 4.22 (t, 2H), 2.81 (s, 3H), 2.73 (t, 2H), 2.48 (pent, 2H), 2.02 (s, 3H); MS (m/e) 480 (M+1).

Sources & evidence

ORD record
ord-b00cdb63dd1f4f8c9f54420653065483
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

Loading…