HCID 13501613, compound → N-tert-Butyl-2-{3-[3-(3-chloro-phenyl)-ureido]-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-benzo[b]azepin-1-yl}-acetamide

HRID 1601656Notes

Reaction equation

HRID 1601656 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:29])[NH:10][CH:11]2[C:17](=[O:18])[NH:16][C:15]3[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=3[CH:13]([CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[CH2:12]2)[CH:5]=[CH:6][CH:7]=1.[C:30]([NH:34][C:35](=[O:38])[CH2:36]I)([CH3:33])([CH3:32])[CH3:31]>>[C:30]([NH:34][C:35](=[O:38])[CH2:36][N:16]1[C:17](=[O:18])[CH:11]([NH:10][C:9]([NH:8][C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)=[O:29])[CH2:12][CH:13]([CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[C:14]2[CH:22]=[CH:21][CH:20]=[CH:19][C:15]1=2)([CH3:33])([CH3:32])[CH3:31]

Participants

3

Reactant 2

HCID 13501613HCID 13501613, compoundHCID 537454963-[3-(3-Chloro-phenyl)-ureido]-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-benzo[b]azepine

Product 1

HCID 54336032N-tert-Butyl-2-{3-[3-(3-chloro-phenyl)-ureido]-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-benzo[b]azepin-1-yl}-acetamideYield 59%

Procedure

Following the previous expermental procedure, 3-[3-(3-chloro-phenyl)-ureido]-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-benzo[b]azepine (0.4 g, 1 mmol) was alkylated with N-tert.-butyl iodoacetamide (0.28 g, 1.2 mmol) to provide the title compound as a white solid, 0.3 g, 59% yield. mp 222-5° C. 1H NMR (CDCl3) δ 8.03 (s, 1), 7.59 (t, 1), 7.34-7.15 (m, 3), 7.10 (d, 1),7.01 (t, 1), 6.91 (d, 1), 6.83 (d, 1), 6.43 (bd, 1), 6.43 (bd, 1), 6.31 (s, 1), 4.95 (d, 1), 4.54 (m, 1), 3.59 (d, 1), 2.66 (m, 1), 2.53 (t, 1), 2.18 (bd, 1), 1.78 (m, 1), 1.59 (m, 1), 1.4 (s, 9), 1.29-0.78 (m, 6), 0.58 (m, 1).

Sources & evidence

ORD record
ord-7f88dafe1dc84996a01051b63605a46e
Source dataset
uspto-grants-1999_11
Patent number
US05977355

Reaction notes

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