2-(Furfurylthio)ethylamine → HCID 50924141, compound

HRID 570411Notes

Reaction equation

HRID 570411 reaction equation
C(OC(N1C[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.[CH2:31]([S:37]CCN)[C:32]1[O:36][CH:35]=[CH:34][CH:33]=1.C(N1CCC(N)C1)(OC(C)(C)C)=O>>[O:36]1[CH:35]=[CH:34][CH:33]=[C:32]1[CH2:31][S:37][CH2:11][CH2:10][NH:13][C:14]([C:16]1[S:17][CH:18]=[CH:19][C:20]=1[NH:21][C:22]1[CH:27]=[CH:26][N:25]=[C:24]2[NH:28][CH:29]=[CH:30][C:23]=12)=[O:15]

Participants

4

Reactant 3

HCID 1189702-(Furfurylthio)ethylamineHCID 27563701-Boc-3-aminopyrrolidineHCID 669579823-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 50924141HCID 50924141, 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-(furfurylthio)ethylamine of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 399 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.92 (1H, br. s.) 10.46 (1H, s) 8.29 (1H, t, J=5.71 Hz) 8.06 (1H, d, J=6.05 Hz) 7.84 (1H, d, J=5.37 Hz) 7.56 (1H, td, J=1.10, 0.54 Hz) 7.44 (1H, d, J=5.37 Hz) 7.38 (1H, dd, J=3.51, 1.76 Hz) 6.80 (1H, d, J=6.15 Hz) 6.57 (1H, d, J=3.32 Hz) 6.36 (1H, dd, J=3.17, 1.90 Hz) 6.28 (1H, dd, J=3.22, 0.59 Hz) 3.78 (2H, s) 3.36-3.44 (2H, m) 2.59 (2H, dd, J=7.96, 6.20 Hz)

Sources & evidence

ORD record
ord-c3ed56ac7e794bd5b27318bae3dd6d0a
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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