HCID 57522618, compound → HCID 67264307, compound

HRID 1041570Notes

Reaction equation

HRID 1041570 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]([CH3:13])([CH3:12])[CH2:10][CH2:9][C:8](=[O:14])[N:7]([CH2:15][CH3:16])[C:6]=2[CH:17]=1.Cl[C:19]1[N:24]=[C:23]([NH:25][C@@H:26]2[C@@H:31]3[CH2:32][C@@H:28]([CH:29]=[CH:30]3)[C@@H:27]2[C:33]([NH2:35])=[O:34])[C:22]([Cl:36])=[CH:21][N:20]=1>>[Cl:36][C:22]1[C:23]([NH:25][C@@H:26]2[C@@H:31]3[CH2:32][C@@H:28]([CH:29]=[CH:30]3)[C@@H:27]2[C:33]([NH2:35])=[O:34])=[N:24][C:19]([NH:1][C:2]2[CH:3]=[CH:4][C:5]3[C:11]([CH3:12])([CH3:13])[CH2:10][CH2:9][C:8](=[O:14])[N:7]([CH2:15][CH3:16])[C:6]=3[CH:17]=2)=[N:20][CH:21]=1

Participants

3

Reactant 2

HCID 57522618HCID 57522618, compoundHCID 672640658-Amino-1-ethyl-5,5-dimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one

Product 1

HCID 67264307HCID 67264307, compound

Procedure

The title compound was prepared with a procedure analogous to that used to prepare example 381 by combining 8-Amino-1-ethyl-5,5-dimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one and (1S,2S,3R,4R)-3-(2,5-Dichloro-pyrimidin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide to yield a white solid (20%). LCMS: m/z=495.23 (M+H+), 1H NMR (400 MHz, CDCl3) δ 7.87 (d, 3H, J=0.76 Hz), 7.66 (bs, 1H), 7.51 (m, 2H), 7.27 (m, 1H), 7.13 (m, 1H), 6.30 (m, 2H), 6.17 (bs, 1H), 5.97 (bs, 1H), 4.33 (t, 1H, J=8.1 Hz), 3.81 (m, 2H), 3.06 (s, 1H), 2.89 (s, 1H), 2.51 (d, 1H, J=8.1 Hz), 2.27 (m, 3H), 2.03 (m, 2H), 1.62 (d, 1H, J=8.9 Hz), 1.30 (m, 9H).

Workup

  1. customto prepare example 381

Sources & evidence

ORD record
ord-f7e6f3bb8f444eada5206b2ff362b7c7
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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