2-Morpholinoethylamine → HCID 70795534, compound

HRID 570403Notes

Reaction equation

C(OC([N:8]1[CH2:12]C[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])[CH2:9]1)=O)(C)(C)C.NCCN1C[CH2:38][O:37][CH2:36][CH2:35]1>>[N:8]1([CH2:9][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])[CH2:35][CH2:36][O:37][CH2:38][CH2:12]1

Participants

Reactant 2

HCID 4082852-Morpholinoethylamine

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 70795534HCID 70795534, 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 4-(2-aminoethyl)morpholine instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 372 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.50 (1H, br. s.) 10.03 (1H, s) 8.00 (2H, d, J=5.47 Hz) 7.77 (1H, d, J=5.37 Hz) 7.41 (1H, d, J=5.37 Hz) 7.29 (1H, dd, J=3.42, 2.44 Hz) 6.72 (1H, d, J=5.47 Hz) 6.44 (1H, dd, J=3.47, 1.90 Hz) 3.39-3.46 (4H, m) 3.33-3.39 (2H, m) 2.41 (2H, t, J=6.64 Hz) 2.33 (4H, br. s.)

Sources & evidence

ORD record: ord-80d38da037ec47b7b4afe8f59eb9be34
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09023847B2

Reaction notes

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