Dimethylamine → HCID 66723277, compound

HRID 1806421Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH3:8][N:9]([CH2:11][C:12]1[CH:13]=[C:14]([C:20]2[CH:21]=[C:22]3[C:26](=[C:27]([C:29]([NH2:31])=[O:30])[CH:28]=2)[NH:25][CH:24]=[C:23]3[CH:32]2[CH2:37][CH2:36][N:35]([S:38]([CH2:41][CH3:42])(=[O:40])=[O:39])[CH2:34][CH2:33]2)[CH:15]=[CH:16][C:17]=1[O:18][CH3:19])[CH3:10].N1C[CH2:47][O:46][CH2:45]C1.CNC>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH2:41]([S:38]([N:35]1[CH2:36][CH2:37][CH:32]([C:23]2[C:22]3[C:26](=[C:27]([C:29]([NH2:31])=[O:30])[CH:28]=[C:20]([C:14]4[CH:15]=[CH:16][C:17]([O:18][CH3:19])=[C:12]([CH2:11][N:9]5[CH2:10][CH2:47][O:46][CH2:45][CH2:8]5)[CH:13]=4)[CH:21]=3)[NH:25][CH:24]=2)[CH2:33][CH2:34]1)(=[O:40])=[O:39])[CH3:42]

Participants

Reactant 3

HCID 674Dimethylamine

HCID 8083Morpholine

HCID 66723061HCID 66723061, compound

Product 1

HCID 66723277HCID 66723277, compoundYield 17%

Procedure

The title compound was prepared according to the general procedure of 5-[3-[(dimethylamino)methyl]-4-(methyloxy)phenyl]-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide trifluoroacetate, substituting morpholine (20 μL, 0.214 mmol) for the dimethylamine to afford 12 mg of the title compound (17%).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-ad5d34f489494267960ae4f39f2eac25
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08354406B2

Reaction notes

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