5-Iodo-2,4-dimethylbenzoic acid → Methyl 4-cyclopropyl-5-(1,4,5,6,7,8-hexahydroimidazo[4,5-d]azepin-2-yl)-2-methylbenzoate

HRID 1487968Notes

Reaction equation

HRID 1487968 reaction equation
[NH:1]1[C:5]2[CH2:6][CH2:7][NH:8][CH2:9][CH2:10][C:4]=2[N:3]=[C:2]1[C:11]1[C:12]([CH3:22])=[CH:13][C:14]([CH3:21])=[C:15]([CH:20]=1)[C:16]([O:18][CH3:19])=[O:17].[CH:23]1(C2C(I)=CC(C(O)=O)=C(C)C=2)C[CH2:24]1.IC1C(C)=CC(C)=C(C=1)C(O)=O>>[CH:22]1([C:12]2[C:11]([C:2]3[NH:3][C:4]4[CH2:10][CH2:9][NH:8][CH2:7][CH2:6][C:5]=4[N:1]=3)=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[C:14]([CH3:21])[CH:13]=2)[CH2:24][CH2:23]1

Participants

4

Reactant 3

HCID 230918755-Iodo-2,4-dimethylbenzoic acidHCID 900209584-Cyclopropyl-5-iodo-2-methylbenzoic acid2×HCID 90066696HCID 90066696, compound

Product 1

HCID 90066729Methyl 4-cyclopropyl-5-(1,4,5,6,7,8-hexahydroimidazo[4,5-d]azepin-2-yl)-2-methylbenzoate

Procedure

The title compound was prepared using standard chemical manipulations and procedures similar to those used for the preparation of compound 83.4, except 4-cyclopropyl-5-iodo-2-methylbenzoic acid (compound 86.3) was used in place of 5-iodo-2,4-dimethylbenzoic acid (compound 1.3).

Sources & evidence

ORD record
ord-84c9d6f7c3134d0195863188d1abc848
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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