(+/-)-6-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-4-bromo-2,3,6,7,8,9-hexahydro-1H-10-aza-cyclohepta[e]indene-10-carboxylic acid isopropyl ester → (+/-)-6-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-4-methyl-2,3,6,7,8,9-hexahydro-1H-10-aza-cyclohepta[e]indene-10-carboxylic acid isopropyl ester

HRID 2353960Notes

Reaction equation

HRID 2353960 reaction equation
F[C:2](F)(F)C1C=C(C=C(C(F)(F)F)C=1)CN(C1CCCNC2C(C)=CC(C(F)(F)F)=CC1=2)C(=O)C.[CH:36]([O:39][C:40]([N:42]1[C:48]2[C:49]3[CH2:50][CH2:51][CH2:52][C:53]=3[C:54](Br)=[CH:55][C:47]=2[CH:46]([N:57]([C:73](=[O:75])[CH3:74])[CH2:58][C:59]2[CH:64]=[C:63]([C:65]([F:68])([F:67])[F:66])[CH:62]=[C:61]([C:69]([F:72])([F:71])[F:70])[CH:60]=2)[CH2:45][CH2:44][CH2:43]1)=[O:41])([CH3:38])[CH3:37]>>[CH:36]([O:39][C:40]([N:42]1[C:48]2[C:49]3[CH2:50][CH2:51][CH2:52][C:53]=3[C:54]([CH3:2])=[CH:55][C:47]=2[CH:46]([N:57]([C:73](=[O:75])[CH3:74])[CH2:58][C:59]2[CH:64]=[C:63]([C:65]([F:68])([F:67])[F:66])[CH:62]=[C:61]([C:69]([F:72])([F:71])[F:70])[CH:60]=2)[CH2:45][CH2:44][CH2:43]1)=[O:41])([CH3:38])[CH3:37]

Participants

3

Reactant 2

HCID 59003211(+/-)-6-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-4-bromo-2,3,6,7,8,9-hexahydro-1H-10-aza-cyclohepta[e]indene-10-carboxylic acid isopropyl esterHCID 86616073N-(3,5-Bis-trifluoromethyl-benzyl)-N-(9-methyl-7-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl)-acetamide

Product 1

HCID 59003195(+/-)-6-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-4-methyl-2,3,6,7,8,9-hexahydro-1H-10-aza-cyclohepta[e]indene-10-carboxylic acid isopropyl ester

Procedure

The titled compound was prepared in a manner analogous to the procedure for the preparation of N-(3,5-Bis-trifluoromethyl-benzyl)-N-(9-methyl-7-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl)-acetamide (example 123, step 3) by replacing N-(3,5-Bis-trifluoromethyl-benzyl)-N-(9-bromo-7-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl)-acetamide with (+/−)-6-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-4-bromo-2,3,6,7,8,9-hexahydro-1H-10-aza-cyclohepta[e]indene-10-carboxylic acid isopropyl ester (example 144, step 2)

Sources & evidence

ORD record
ord-7ea3519f43d24e06875ec5872f2b0769
Source dataset
uspto-grants-2010_07
Patent number
US07749992B2

Reaction notes

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