methyl((1-methyl-1H-indol-2-yl)methyl)amine → HCID 66966327, compound

HRID 1362225Notes

Reaction equation

HRID 1362225 reaction equation
[ClH:1].[NH2:2][C:3]1[N:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11]([OH:13])=O)=[CH:5][C:4]=1[C:14](=[O:24])[NH:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1.Cl.[CH3:26][N:27]1[CH2:33][C:32]2[CH:34]=[C:35](/[CH:38]=[CH:39]/[C:40](O)=O)C=N[C:31]=2[NH:30][C:29](=O)[CH2:28]1.CNCC1N(C)C2C(C=1)=CC=CC=2.CNCC1C=CC2C(=CC=CC=2)C=1CCC>>[ClH:1].[NH2:2][C:3]1[N:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11](=[O:13])[N:30]([CH3:31])[CH2:29][C:28]2[N:27]([CH3:26])[C:33]3[C:39]([CH:40]=2)=[CH:38][CH:35]=[CH:34][CH:32]=3)=[CH:5][C:4]=1[C:14]([NH:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1)=[O:24]

Participants

5

Reactant 4

HCID 11401058methyl((1-methyl-1H-indol-2-yl)methyl)amineHCID 59456959Methyl-(1-propyl-naphthalen-2-ylmethyl)amineHCID 66966197(E)-3-(4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylic acid hydrochlorideHCID 66967448HCID 66967448, compound

Product 1

HCID 66966327HCID 66966327, compoundYield 23%

Procedure

According to the procedure of Example 1, except substituting 3-[6-amino-5-(2-morpholin-4-yl-ethylcarbamoyl)pyridin-3-yl]acrylic acid hydrochloride for the (E)-3-(4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylic acid hydrochloride, and methyl-(1-methyl-1H-indol-2-ylmethyl)amine for the methyl-(1-propyl-naphthalen-2-ylmethyl)amine, the title compound (170 mg, 23%) was prepared as a pale yellow solid: 1H NMR (300 MHz, DMSO-d6) δ 10.87-10.61 (m, 1H), 9.69-9.66 (m, 1H), 9.40-9.28 (m, 1H), 8.70-8.31 (m, 3H), 7.95-7.39 (m, 4H), 7.15-6.97 (m, 2H), 6.40-6.08 (m, 1H), 5.27-4.85 (m, 2H), 3.94-3.55 (m, 12H), 3.20-2.96 (m, 6H); MS (ESI) m/e 477 (M+H)+.

Sources & evidence

ORD record
ord-84064e261781422c8ac87d12b8edc281
Source dataset
uspto-grants-2011_02
Patent number
US07879872B2

Reaction notes

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