HCID 67264508, compound → HCID 67264597, compound

HRID 1687374Notes

Reaction equation

HRID 1687374 reaction equation
[NH2:1][C:2]1[C:3]([O:17][CH3:18])=[CH:4][C:5]2[CH2:11][N:10]([CH2:12][CH3:13])[CH2:9][C:8](=[O:14])[N:7]([CH3:15])[C:6]=2[CH:16]=1.Cl[C:20]1[N:25]=[C:24]([NH:26][C:27]2[CH:28]=[CH:29][C:30]([O:43][CH3:44])=[C:31]([CH:42]=2)[CH2:32][N:33]([CH2:39][CH2:40][OH:41])C(NCC)=O)[C:23]([Cl:45])=[CH:22][N:21]=1>>[Cl:45][C:23]1[C:24]([NH:26][C:27]2[CH:28]=[CH:29][C:30]([O:43][CH3:44])=[C:31]([CH2:32][NH:33][CH2:39][CH2:40][OH:41])[CH:42]=2)=[N:25][C:20]([NH:1][C:2]2[C:3]([O:17][CH3:18])=[CH:4][C:5]3[CH2:11][N:10]([CH2:12][CH3:13])[CH2:9][C:8](=[O:14])[N:7]([CH3:15])[C:6]=3[CH:16]=2)=[N:21][CH:22]=1

Participants

3

Reactant 2

HCID 67264508HCID 67264508, compoundHCID 86633919HCID 86633919, compound

Product 1

HCID 67264597HCID 67264597, compound

Procedure

The title compound was prepared from 8-Amino-4-ethyl-7-methoxy-1-methyl-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one and 1-[5-(2,5-Dichloro-pyrimidin-4-ylamino)-2-methoxy-benzyl]-3-ethyl-1-(2-hydroxy-ethyl)-urea in an analogous manner to example 730 (0.010 g, 9%). Mp 65-70° C.; LCMS (m/e) 556 (M); 1H-NMR (DMSO, 400 MHz) δ 8.87 (s, 1H), 8.12 (s, 1H), 7.99 (s, 1H), 7.76 (s, 1H), 7.41 (m, 2H), 7.01 (s, 1H), 6.86-6.84 (d, 1H, J=9.35 Hz), 4.54 (m, 1H), 4.34-4.43 (d, 1H, J=4.04 Hz), 3.86 (s, 3H), 3.78 (s, 4H), 3.68 (s, 2H), 3.45 (s, 4H), 2.97 (s, 2H), 2.80 (s, 2H), 2.63-2.58 (m, 2H), 1.07-1.05 (t, 3H, J=7.07 Hz).

Sources & evidence

ORD record
ord-a98e33f216a9467f98b1069e9dbb14ab
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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