2-Phenoxyethanamine → HCID 70795645, compound

HRID 570399Notes

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.[O:31](CCN)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[O:31]([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])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

Reactant 2

HCID 156512-Phenoxyethanamine

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 70795645HCID 70795645, 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-phenoxyethylamine instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 379 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.93 (1H, br. s.) 10.42 (1H, s) 8.34 (1H, t, J=5.47 Hz) 8.04 (1H, d, J=6.15 Hz) 7.85 (1H, d, J=5.37 Hz) 7.42 (1H, d, J=5.37 Hz) 7.37 (1H, d, J=3.51 Hz) 7.21-7.28 (2H, m) 6.89-6.97 (1H, m) 6.87 (2H, dd, J=8.74, 1.02 Hz) 6.77 (1H, d, J=6.25 Hz) 6.58 (1H, d, J=3.32 Hz) 4.04 (2H, t, J=5.95 Hz) 3.60 (2H, q, J=5.92 Hz)

Sources & evidence

ORD record: ord-94825c5a214e47c6b67d8072f117092d
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09023847B2

Reaction notes

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