3-Methoxyphenethylamine → HCID 50924143, compound

HRID 570413Notes

Reaction equation

C(OC(N1[CH2:12][CH2:11][CH:10]([NH:13][C:14]([C:16]2[S:17][CH:18]=[CH:19][C:20]=2[NH:21][C:22]2[CH:27]=[CH:26][N:25]=[C:24]3[NH:28][CH:29]=[CH:30][C:23]=23)=[O:15])C1)=O)(C)(C)C.[CH3:31][O:32][C:33]1[CH:34]=C(CCN)[CH:36]=[CH:37][CH:38]=1>>[CH3:31][O:32][C:33]1[CH:34]=[C:12]([CH2:11][CH2:10][NH:13][C:14]([C:16]2[S:17][CH:18]=[CH:19][C:20]=2[NH:21][C:22]2[CH:27]=[CH:26][N:25]=[C:24]3[NH:28][CH:29]=[CH:30][C:23]=23)=[O:15])[CH:36]=[CH:37][CH:38]=1

Participants

Reactant 2

HCID 748663-Methoxyphenethylamine

HCID 669579823-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 50924143HCID 50924143, compound

Procedure

This compound was prepared in an analogous manner as 3-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester using 2-(3-methoxyphenyl)ethylamine instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 393 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.68 (1H, br. s.) 10.34 (1H, s) 8.19 (1H, t, J=5.61 Hz) 8.03 (1H, d, J=5.66 Hz) 7.79 (1H, d, J=5.37 Hz) 7.45 (1H, d, J=5.37 Hz) 7.34 (1H, d, J=3.32 Hz) 7.16 (1H, t, J=8.10 Hz) 6.72-6.82 (4H, m) 6.48 (1H, d, J=3.32 Hz) 3.71 (3H, s) 3.46 (2H, dt, J=8.00, 6.25 Hz) 2.79 (2H, t, J=7.27 Hz)

Sources & evidence

ORD record: ord-6dbe25c8f1654c728dafbc2724229c0b
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09023847B2

Reaction notes

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