HCID 68589918, compound → 4-Amino-3-chloro-5-(trifluoromethyl)benzaldehyde

HRID 736940Notes

Reaction equation

HRID 736940 reaction equation
NC1C(C(F)(F)F)=CC(/C=C(\CC([O-])=O)/C(OC)=[O:15])=CC=1Br.NC1C(C(F)(F)F)=CC(C[C@@H](CC(=O)N2CCC(N3CCC4C=CC=CC=4NC3=O)CC2)C(O)=O)=CC=1Br.[NH2:61][C:62]1[C:77]([C:78]([F:81])([F:80])[F:79])=[CH:76][C:65]([CH2:66][C@@H](CC([O-])=O)C(OC)=O)=[CH:64][C:63]=1[Cl:82].NC1C(C(F)(F)F)=CC(C[C@@H](CC(=O)N2CCC(N3CCC4C=CC=CC=4NC3=O)CC2)C(O)=O)=CC=1Cl>>[NH2:61][C:62]1[C:77]([C:78]([F:81])([F:80])[F:79])=[CH:76][C:65]([CH:66]=[O:15])=[CH:64][C:63]=1[Cl:82]

Participants

5

Reactant 4

HCID 68589918HCID 68589918, compoundHCID 68591515(S)-2-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-4-oxo-4-[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]-butanoic acidHCID 866042951-methyl (S)-2-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-succinateHCID 1317276471-Methyl 2-[1-(4-amino-3-bromo-5-trifluoromethyl-phenyl)-meth-(e)-ylidene]-succinate

Product 1

HCID 130204734-Amino-3-chloro-5-(trifluoromethyl)benzaldehyde

Procedure

Analogously to the sequence described in 9f to 9i, 1-methyl (S)-2-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-succinate and (S)-2-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-4-oxo-4-[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]-butanoic acid were able to be obtained from 4-amino-3-chloro-5-trifluoromethyl-benzaldehyde (see Example 1b).

Sources & evidence

ORD record
ord-f782fab6c3da45fca7dd991b9aaf1026
Source dataset
uspto-grants-2009_09
Patent number
US07595312B2

Reaction notes

Loading…