2-Amino-2-phenylethan-1-ol → HCID 66958024, compound

HRID 570461Notes

Reaction equation

HRID 570461 reaction equation
C(OC(N1CCC(NC(C2SC=CC=2NC2C=CN=C3NC=CC=23)=O)C1)=O)(C)(C)C.[C:31]1([C@@H:37]([CH2:39][OH:40])[NH2:38])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.[NH:41]1[C:45]2=[N:46][CH:47]=[CH:48][C:49]([NH:50][C:51]3[C:52]4[CH:62]=[CH:61][CH:60]=[CH:59][C:53]=4[S:54][C:55]=3[C:56](O)=[O:57])=[C:44]2[CH:43]=[CH:42]1>>[OH:40][CH2:39][C@@H:37]([NH:38][C:56]([C:55]1[S:54][C:53]2[CH:59]=[CH:60][CH:61]=[CH:62][C:52]=2[C:51]=1[NH:50][C:49]1[CH:48]=[CH:47][N:46]=[C:45]2[NH:41][CH:42]=[CH:43][C:44]=12)=[O:57])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

4

Reactant 3

HCID 1347972-Amino-2-phenylethan-1-olHCID 66957791HCID 66957791, compoundHCID 669579823-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 66958024HCID 66958024, 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 (S)-2-phenylglycinol instead of 1-BOC-3-aminopyrrolidine and 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-benzo[b]thiophene-2-carboxylic acid instead of 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid. LCMS (ESI) 429 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.63 (1H, br. s.) 9.24 (1H, br. s.) 8.57 (1H, d, J=7.96 Hz) 8.09 (1H, d, J=8.10 Hz) 7.84 (1H, d, J=5.66 Hz) 7.59 (1H, d, J=7.96 Hz) 7.52 (1H, td, J=7.60, 1.15 Hz) 7.40 (1H, dd, J=15.13, 0.88 Hz) 7.28 (1H, dd, J=2.95, 1.44 Hz) 7.10-7.18 (1H, m) 7.06 (2H, t, J=7.32 Hz) 6.99-7.03 (2H, m) 6.50 (1H, br. s.) 6.04 (1H, d, J=5.66 Hz) 4.92-5.00 (1H, m) 4.90 (1H, t, J=5.30 Hz) 3.48 (2H, td, J=11.20, 5.71 Hz)

Sources & evidence

ORD record
ord-e9acfba4e1cf40a49355c9aa402d048b
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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