Acetic Anhydride → HCID 24937543, compound

HRID 1865297Notes

Reaction equation

HRID 1865297 reaction equation
[CH3:1][C:2]1[C:6]([C:7]([N:9]2[CH2:16][CH:15]3[CH:11]([CH2:12][N:13]([CH2:17][CH2:18][C:19]4([C:24]5[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=5)[CH2:23][CH2:22][NH:21][CH2:20]4)[CH2:14]3)[CH2:10]2)=[O:8])=[C:5]([CH3:30])[N:4]([C:31]2[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][N:32]=2)[N:3]=1.[CH:41]1([C:46](Cl)=[O:47])[CH2:45][CH2:44][CH2:43][CH2:42]1.C(OC(=O)C)(=O)C.FC1(F)CC(C(O)=O)C1.CCN=C=NCCCN(C)C>>[CH:41]1([C:46]([N:21]2[CH2:22][CH2:23][C:19]([CH2:18][CH2:17][N:13]3[CH2:14][CH:15]4[CH2:16][N:9]([C:7]([C:6]5[C:2]([CH3:1])=[N:3][N:4]([C:31]6[CH:36]=[CH:35][C:34]([C:37]([F:39])([F:40])[F:38])=[CH:33][N:32]=6)[C:5]=5[CH3:30])=[O:8])[CH2:10][CH:11]4[CH2:12]3)([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:20]2)=[O:47])[CH2:45][CH2:44][CH2:43][CH2:42]1

Participants

6

Reactant 5

HCID 7918Acetic AnhydrideHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 78284Cyclopentanecarbonyl chlorideHCID 137777893,3-Difluorocyclobutane-1-carboxylic acidHCID 68578634HCID 68578634, compound

Product 1

HCID 24937543HCID 24937543, compound

Procedure

The following were prepared analogously from [3,5-dimethyl-1-(5-trifluoromethyl-pyridin-2-yl)-1H-pyrazol-4-yl]-{5-[2-(3-phenyl-pyrrolidin-3-yl)-ethyl]-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl}-methanone using the acylating agent in parenthesis in place of cyclopentylcarbonyl chloride in the final step: III-10 (acetic anhydride) and III-12 (3,3-difluorocyclobutane-carboxylic acid using the EDCI coupling procedure in step 6 of example 6).

Sources & evidence

ORD record
ord-a62bc595164643e9ac9c682aeda69b35
Source dataset
uspto-grants-2009_12
Patent number
US07625905B2

Reaction notes

Loading…