Dimethylamine → HCID 66723549, compound

HRID 562239Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].CN([CH2:11][C:12]1[CH:13]=[C:14]([C:20]2[CH:21]=[C:22]3[C:26](=C(C(N)=O)[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])C.[CH3:43][CH:44]([NH2:46])[CH3:45].C[NH:48]C>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH2:41]([S:38]([N:35]1[CH2:34][CH2:33][CH:32]([C:23]2[C:22]3[C:26](=[C:2]([C:3]([NH2:48])=[O:5])[CH:28]=[C:20]([C:14]4[CH:15]=[CH:16][C:17]([O:18][CH3:19])=[C:12]([CH2:11][NH:46][CH:44]([CH3:45])[CH3:43])[CH:13]=4)[CH:21]=3)[NH:25][CH:24]=2)[CH2:37][CH2:36]1)(=[O:40])=[O:39])[CH3:42]

Participants

Reactant 3

HCID 674Dimethylamine

HCID 6363Isopropylamine

HCID 66723061HCID 66723061, compound

Product 1

HCID 66723549HCID 66723549, compoundYield 24%

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 2-propanamine (15 μL, 0.214 mmol) for the dimethylamine to afford 16 mg of the title compound (24%).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-5cec7722cf2f45428d508f0290bdd37e
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08063071B2

Reaction notes

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