9-Bromo-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene → HCID 58204086, compound

HRID 2385618Notes

Reaction equation

HRID 2385618 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:11][CH:10]([C:12]2[CH:33]=[CH:32]C3C4N=C(C5N(C(C)C)N=CN=5)SC=4CCOC=3C=2)C1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[C:35]1[CH:36]=[CH:37][C:38]2[O:47][CH2:46][CH2:45][C:44]3[S:43][C:42]([C:48]4[N:49]([CH:53]([CH3:55])[CH3:54])[N:50]=[CH:51][N:52]=4)=[N:41][C:40]=3[C:39]=2[CH:56]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:11][CH2:10][CH:12]([C:35]2[CH:36]=[CH:37][C:38]3[O:47][CH2:46][CH2:45][C:44]4[S:43][C:42]([C:48]5[N:49]([CH:53]([CH3:54])[CH3:55])[N:50]=[CH:51][N:52]=5)=[N:41][C:40]=4[C:39]=3[CH:56]=2)[CH2:33][CH2:32]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 532349749-Bromo-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azuleneHCID 58204249HCID 58204249, compound

Product 1

HCID 58204086HCID 58204086, compound

Procedure

The title compound was prepared by a similar procedure to 3-[2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulen-8-yl]-azetidine-1-carboxylic acid tert-butyl ester using 9-bromo-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene from Example 6 instead of 8-bromo-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene 27 and 4-piperidine-1-carboxylic acid tert-butyl ester zinc iodide instead of 3-azetidine-1-carboxylic acid tert-butyl ester zinc iodide. LCMS: RT=5.12 min, [M+H]+=496

Sources & evidence

ORD record
ord-27d034f23cb04bbaa5b4a0a6c0ff371c
Source dataset
uspto-grants-2012_09
Patent number
US08263633B2

Reaction notes

Loading…