1-methyl-1H-pyrrole-3-carboxylic acid → (1-{4-[(1-tert-butylpiperidin-4-yl)oxy]phenyl}-1H-pyrrol-3-yl)(pyrrolidin-1-yl)methanone

HRID 925633Notes

Reaction equation

HRID 925633 reaction equation
CN1C=CC(C(O)=O)=C1.[NH:10]1[CH:14]=[CH:13][C:12]([C:15]([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:16])=[CH:11]1.C1(N2CCC(OC3C=CC(I)=CC=3)CC2)CCC1.[C:40]([N:44]1[CH2:49][CH2:48][CH:47]([O:50][C:51]2[CH:56]=[CH:55][C:54](I)=[CH:53][CH:52]=2)[CH2:46][CH2:45]1)([CH3:43])([CH3:42])[CH3:41]>>[C:40]([N:44]1[CH2:45][CH2:46][CH:47]([O:50][C:51]2[CH:56]=[CH:55][C:54]([N:10]3[CH:14]=[CH:13][C:12]([C:15]([N:17]4[CH2:21][CH2:20][CH2:19][CH2:18]4)=[O:16])=[CH:11]3)=[CH:53][CH:52]=2)[CH2:48][CH2:49]1)([CH3:43])([CH3:41])[CH3:42]

Participants

5

Reactant 4

HCID 101540541-methyl-1H-pyrrole-3-carboxylic acidHCID 158517393-(pyrrolidin-1-ylcarbonyl)-1H-pyrroleHCID 675486081-Cyclobutyl-4-(4-iodophenoxy)piperidineHCID 685914891-Tert-butyl-4-(4-iodophenoxy)piperidine

Product 1

HCID 117640892(1-{4-[(1-tert-butylpiperidin-4-yl)oxy]phenyl}-1H-pyrrol-3-yl)(pyrrolidin-1-yl)methanone

Procedure

The titled compound was prepared as a colorless crystal by repeating the procedure of Example 1, except that the methyl 1H-pyrrole-3-carboxylic acid was replaced by (1H-pyrrol-3-yl)(pyrrolidin-1-yl)methanone and the 1-cyclobutyl-4-(4-iodophenoxy)piperidine by 1-tert-butyl-4-(4-iodophenoxy)piperidine (which can be synthesized in accordance with the method described in WO2008072724).

Sources & evidence

ORD record
ord-f47383d002cb4fba84251b0680d7a8a1
Source dataset
uspto-grants-2016_03
Patent number
US09284324B2

Reaction notes

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