HCID 135869720, compound → HCID 135869719, compound

HRID 2263697Notes

Reaction equation

[CH:1](C1C=CC(CC2C(=O)NC3C=CC(Cl)=CC=3C(C3C=CC(O)=CC=3)=N2)=CC=1)([CH3:3])[CH3:2].C([C:34]1[CH:61]=[CH:60][C:37]([CH2:38][CH:39]2[C:45](=[O:46])[N:44]([CH3:47])[C:43]3[CH:48]=[CH:49][C:50]([Cl:52])=[CH:51][C:42]=3[C:41]([C:53]3[CH:58]=[CH:57][C:56]([OH:59])=[CH:55][CH:54]=3)=[N:40]2)=[CH:36][CH:35]=1)(C)C>>[CH:1]([C:35]1[CH:36]=[C:37]([CH:60]=[CH:61][CH:34]=1)[CH2:38][CH:39]1[C:45](=[O:46])[N:44]([CH3:47])[C:43]2[CH:48]=[CH:49][C:50]([Cl:52])=[CH:51][C:42]=2[C:41]([C:53]2[CH:54]=[CH:55][C:56]([OH:59])=[CH:57][CH:58]=2)=[N:40]1)([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 135869720HCID 135869720, compound

HCID 136149912HCID 136149912, compound

Product 1

HCID 135869719HCID 135869719, compound

Procedure

1H NMR (300 MHz, DMSO-d6) δ 1.18 and 1.21 (two d, 6H), 2.84 (heptet, 1H), 3.3-3.4 (m, 5H; contains NMe singlet at 3.34), 3.82 (t, 1H), 6.85 (d, 2H), 7.0-7.3 (m, 5H), 7.38 (d, 2H), 7.64 (d, 1H), 7.77 (dd, 1H), 9-11 (br s, 1H). MS, m/z 433.2 [M+1]. (Z)-3-(4-Isopropylbenzyl)-7-chloro-5-(4-hydroxyphenyl)-1H-benzo[e][1,4]diazepin-2(3H)-one. 1H NMR (300 MHz, DMSO-d6) 1.15 (d, 6H), 2.82 (septet, 1H), 3.24-3.38 (m, 2H), 3.63 (m, 1H), 6.79 (m, 2H), 7.10-7.30 (m, 8H), 7.59 (dd, 1H), 9.45 (s, 1H), 10.61 (s, 1H). MS, m/z 419.3 [M+1]. (Z)-3-(4-Isopropylbenzyl)-7-chloro-5-(4-hydroxyphenyl)-1-methyl-1H-benzo[e][1,4]diazepin-2(3H)-one. 1HNMR (300 MHz, DMSO-d6) δ 1.15 (d, 6H), 2.84 (septet, 1H), 3.26-3.41 (m, 5H), 3.77 (m, 1H), 6.84 (m, 2H), 7.10-7.40 (m, 7H), 7.63 (d, 1H), 7.73 (dd, 1H), 10.2 (br s, 1H). MS, m/z 433.3 [M+1]. Method B:

Sources & evidence

ORD record: ord-fc4a2a27440e48cf8011f30cbd118d17
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07851465B2

Reaction notes

Loading…