HCID 25155383, compound → HCID 25155381, compound

HRID 1041793Notes

Reaction equation

HRID 1041793 reaction equation
CN[C:3]([C:5]1SC=C(C)C=1NC1C(Cl)=CN=C(Cl)N=1)=O.[CH3:20][NH:21][C:22]([C:24]1[S:25][CH:26]=[C:27]([CH3:53])[C:28]=1[NH:29][C:30]1[C:35]([Cl:36])=[CH:34][N:33]=[C:32]([NH:37][C:38]2[CH:39]=[CH:40][C:41]3[CH2:47][N:46]([C:48](=[O:50])[CH3:49])[CH2:45][C:44](=[O:51])[NH:43][C:42]=3[CH:52]=2)[N:31]=1)=[O:23]>>[CH3:20][NH:21][C:22]([C:24]1[S:25][CH:26]=[C:27]([CH3:53])[C:28]=1[NH:29][C:30]1[C:35]([Cl:36])=[CH:34][N:33]=[C:32]([NH:37][C:38]2[CH:39]=[CH:40][C:41]3[CH2:47][N:46]([C:48](=[O:50])[CH3:49])[CH2:45][C:44](=[O:51])[N:43]([CH2:3][CH3:5])[C:42]=3[CH:52]=2)[N:31]=1)=[O:23]

Participants

3

Reactant 2

HCID 25155383HCID 25155383, compoundHCID 866340193-(2,5-dichloropyrimidin-4-ylamino)-N,4-dimethylthiophene-2-carboxamide

Product 1

HCID 25155381HCID 25155381, compound

Procedure

Following a procedure analogous to Example 1741e, 4-acetyl-1-ethyl-8-nitro-1,3,4,5-tetrahydro-benzo[e][1,4]diazopin-2-one and 3-(2,5-dichloro-pyrimidin-4-ylamino)-4-methyl-thiophene-2-carboxylic acid methylamide were converted to 3-[2-(4-acetyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-8-ylamino)-5-chloro-pyrimidin-4-ylamino]-4-methyl-thiophene-2-carboxylic acid methylamide: 1H NMR (300 MHz, CDCl3) δ 9.18 (s, 1H), 8.2 (s, 1H), 7.8 (s, 1H), 7.38 (dd, 2H), 7.22 (d, 1H), 7.1 (d, 1H), 6.08 (d, 1H), 4.55 (s, 2H), 4.12 (s, 2H), 3.85 (br, 2H), 3.05 (d, 3H), 2.30 (s, 3H), 2.18 (s, 3H), 1.15 (t, 3H); MS (m/e): 528.2 (M+1).

Sources & evidence

ORD record
ord-71f147ced30d43ad93ce2b83705688fa
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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