1,1'-Carbonyldiimidazole → 1-[1-(4-Fluorophenethyl)-piperidin-4-yl]-6-(cyclopropylcarbamoylmethyl)indoline

HRID 1790460Notes

Reaction equation

HRID 1790460 reaction equation
[F:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([CH2:23][C:24]([OH:26])=O)[CH:21]=4)[CH2:16][CH2:15]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[CH:41]1([NH2:44])[CH2:43][CH2:42]1>>[F:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([N:14]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([CH2:23][C:24](=[O:26])[NH:44][CH:41]5[CH2:43][CH2:42]5)[CH:21]=4)[CH2:16][CH2:15]3)[CH2:12][CH2:13]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 69828CyclopropylamineHCID 220380431-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-carboxymethylindoline

Product 1

HCID 220378941-[1-(4-Fluorophenethyl)-piperidin-4-yl]-6-(cyclopropylcarbamoylmethyl)indolineYield 40%

Procedure

1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-carboxymethylindoline (250 mg), 1,1′-carbonyldiimidazole (130 mg) and cyclopropylamine (45 mg) were treated as in Example 151 to give the title compound (110 mg) as a white powder (yield: 40%).

Sources & evidence

ORD record
ord-c4b8544b77384950aec80f4d618c1cc6
Source dataset
uspto-grants-2006_07
Patent number
US07071201B2

Reaction notes

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