Trifluoroacetic anhydride → HCID 68575830, compound

HRID 1865303Notes

Reaction equation

HRID 1865303 reaction equation
[CH3:1][C:2]1[C:7]([C:8]([N:10]2[CH2:17][CH:16]3[CH:12]([CH2:13][N:14]([CH2:18][CH2:19][CH:20]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH:21]4[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)[CH2:15]3)[CH2:11]2)=[O:9])=[C:6]([CH3:33])[N:5]=[CH:4][N:3]=1.[C:34](Cl)(=[O:39])[C:35](C)([CH3:37])[CH3:36].C(Cl)(=O)CC.CC(C)CC(Cl)=O.C(Cl)(=O)C(C)C.COCC(Cl)=O.C1(CC(Cl)=O)CCCC1.C(OC(C(F)(F)F)=O)(C(F)(F)F)=O>>[CH3:33][C:6]1[C:7]([C:8]([N:10]2[CH2:17][CH:16]3[CH2:15][N:14]([CH2:18][CH2:19][CH:20]([CH:21]4[CH2:22][CH2:23][N:24]([C:34](=[O:39])[CH:35]([CH3:37])[CH3:36])[CH2:25][CH2:26]4)[C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH2:13][CH:12]3[CH2:11]2)=[O:9])=[C:2]([CH3:1])[N:3]=[CH:4][N:5]=1

Participants

9

Reactant 8

HCID 9845Trifluoroacetic anhydrideHCID 62324Propionyl chlorideHCID 62325Isobutyryl chlorideHCID 62493Pivaloyl chlorideHCID 66054Isovaleryl chlorideHCID 96623Methoxyacetyl chlorideHCID 3485182Cyclopentylacetyl chlorideHCID 68576499HCID 68576499, compound

Product 1

HCID 68575830HCID 68575830, compound

Procedure

The following were prepared analogously from (4,6-dimethyl-pyrimidin-5-yl)-[5-(3-phenyl-3-piperidin-4-yl-propyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-methanone using the acylating agent in parenthesis in place of pivaloyl chloride: V-13 (propionyl chloride), V-14 (3-methyl-butyryl chloride), V-19 (isobutyryl chloride), V-16 (methoxyacetyl chloride), V-17 (cyclopentylacetyl chloride) and V-22 (TFAA).

Sources & evidence

ORD record
ord-53a2f105bed14071bcb396a2d369da65
Source dataset
uspto-grants-2009_12
Patent number
US07625905B2

Reaction notes

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