3-{2-[5-Cyclohexyl-1-(3,3-dimethyl-2-oxo-butyl)-2-oxo-1,2-dihydro-3H-1,3,4-benzotriazepin-3-yl]-acetylamino}-benzoic acid methyl ester → HCID 16732441, compound

HRID 2113344Notes

Reaction equation

HRID 2113344 reaction equation
COC(=O)[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][C:11](=[O:38])[CH2:12][N:13]2[N:19]=[C:18]([CH:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[C:17]3[CH:26]=[CH:27][CH:28]=[CH:29][C:16]=3[N:15]([CH2:30][C:31](=[O:36])[C:32]([CH3:35])([CH3:34])[CH3:33])[C:14]2=[O:37])[CH:5]=1.[C:40]([O:44][C:45](=[O:57])[CH2:46][N:47]1C=C2[C:49](C=CC=C2N)=[N:48]1)([CH3:43])([CH3:42])[CH3:41]>>[C:40]([O:44][C:45](=[O:57])[CH2:46][N:47]1[C:4]2[C:5](=[C:6]([NH:10][C:11](=[O:38])[CH2:12][N:13]3[N:19]=[C:18]([CH:20]4[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]4)[C:17]4[CH:26]=[CH:27][CH:28]=[CH:29][C:16]=4[N:15]([CH2:30][C:31](=[O:36])[C:32]([CH3:34])([CH3:33])[CH3:35])[C:14]3=[O:37])[CH:7]=[CH:8][CH:9]=2)[CH:49]=[N:48]1)([CH3:43])([CH3:42])[CH3:41]

Participants

3

Reactant 2

HCID 102181623-{2-[5-Cyclohexyl-1-(3,3-dimethyl-2-oxo-butyl)-2-oxo-1,2-dihydro-3H-1,3,4-benzotriazepin-3-yl]-acetylamino}-benzoic acid methyl esterHCID 68835394HCID 68835394, compound

Product 1

HCID 16732441HCID 16732441, compound

Procedure

The title compound was obtained as the trifluoroacetate salt by the method used in the preparation of 3-{2-[5-cyclohexyl-1-(3,3-dimethyl-2-oxo-butyl)-2-oxo-1,2-dihydro-3H-1,3,4-benzotriazepin-3-yl]-acetylamino}-benzoic acid methyl ester (Example 1), except that (4-amino-indazol-2-yl)-acetic acid tert-butyl ester (prepared in two steps from 4-nitro-indazole) was used instead of 3-amino-benzoic acid methyl ester in step e, followed by reaction of the product obtained, in place of (4-{2-[5-cyclohexyl-1-(3,3-dimethyl-2-oxo-butyl)-2-oxo-1,2-dihydro-3H-1,3,4-benzotriazepin-3-yl]-acetylamino}-indazol-1-yl)-acetic acid tert-butyl ester (Example 130, step a), according to the method of Example 130, step b. 1H NMR (CDCl3) 10.04-9.95 (2H, br s), 9.06 (1H, s), 8.13 (1H, s), 7.53-7.20 (6H, m), 7.06 (1H, d, 6), 5.26 (2H, s), 4.80 (1H, d, 18), 4.63 (1H, d, 18), 4.29 (2H, s), 2.81-2.78 (1H, m), 2.07-1.67 (6H, m), 1.37-1.19 (13H, m). Found: C, 56.82; H, 5.42; N, 11.88%; C31H36N6O5.CF3CO2H.0.7H2O requires: C, 56.72; H, 5.53; N, 12.03%.

Workup

  1. customfollowed by reaction of the product

Sources & evidence

ORD record
ord-24b229fd103d486d952e67134bdf6218
Source dataset
uspto-grants-2009_04
Patent number
US07524837B2

Reaction notes

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