methyl((1-methyl-1H-indol-2-yl)methyl)amine → HCID 59456941, compound

HRID 1362190Notes

Reaction equation

HRID 1362190 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[N:5]([CH3:13])[C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2.CNCC1C=CC2C(=CC=CC=2)C=1CCC.[NH2:30][C:31]1[N:36]=[CH:35][C:34](/[CH:37]=[CH:38]/[C:39]([OH:41])=O)=[CH:33][C:32]=1[CH2:42][CH2:43][C:44]([OH:46])=O.Cl.[CH3:48][N:49]1[CH2:55][C:54]2[CH:56]=[C:57](/[CH:60]=[CH:61]/[C:62](O)=O)C=N[C:53]=2[NH:52][C:51](=O)[CH2:50]1>>[NH2:30][C:31]1[N:36]=[CH:35][C:34](/[CH:37]=[CH:38]/[C:39]([N:2]([CH3:1])[CH2:3][C:4]2[N:5]([CH3:13])[C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)=[O:41])=[CH:33][C:32]=1[CH2:42][CH2:43][C:44](=[O:46])[N:52]([CH3:53])[CH2:51][C:50]1[N:49]([CH3:48])[C:55]2[C:61]([CH:62]=1)=[CH:60][CH:57]=[CH:56][CH:54]=2

Participants

5

Reactant 4

HCID 11401058methyl((1-methyl-1H-indol-2-yl)methyl)amineHCID 22139032HCID 22139032, compoundHCID 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 hydrochloride

Product 1

HCID 59456941HCID 59456941, compoundYield 28%

Procedure

According to the procedure of Example 1 (a), except substituting methyl-(1-methyl-1H-indol-2-ylmethyl)amine for the methyl-(1-propyl-naphthalen-2-ylmethyl)amine, and substituting (E)-3-[6-amino-5-(2-carboxy-ethyl)pyridin-3-yl]acrylic acid 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, the title compound (0.37 g, 28%) was prepared as an off-white powder and as a mixture of amide rotamers: 1H NMR (300 MHz, DMSO-d6) δ 8.07 (m, 1H), 7.75-7.68 (m, 1H), 7.49-7.34 (m, 5H), 7.11-6.98 (m, 5H), 6.39-6.12 (m, 4H), 4.95-4.68 (m, 4H), 3.69 (s, 3H), 3.61 (s, 3H), 3.02-2.71 (m, 10H); MS (ESI) m/e 549 (M+H)+.

Sources & evidence

ORD record
ord-4803bf231290469fb00c8aefba78efab
Source dataset
uspto-grants-2011_02
Patent number
US07879872B2

Reaction notes

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