tert-Butyl alaninate hydrochloride → HCID 67111916, compound

HRID 1177573Notes

Reaction equation

HRID 1177573 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[C:10]1[S:11][C:12]2[C:17]([N:18]=1)=[CH:16][CH:15]=[C:14]([C:19]1([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:21][CH2:20]1)[N:13]=2)[CH:5]=O.Cl.[C:29]([O:33][C:34](=[O:38])[C@H:35]([CH3:37])[NH2:36])([CH3:32])([CH3:31])[CH3:30]>>[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[C:10]1[S:11][C:12]2[C:17]([N:18]=1)=[CH:16][CH:15]=[C:14]([C:19]1([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:20][CH2:21]1)[N:13]=2)[CH2:5][NH:36][C@@H:35]([CH3:37])[C:34]([O:33][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:38]

Participants

3

Reactant 2

HCID 11275390tert-Butyl alaninate hydrochlorideHCID 591749073-Fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzaldehyde

Product 1

HCID 67111916HCID 67111916, compound

Procedure

Reaction of 3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzaldehyde (105.5 mg, 0.282 mmol) and L-alanine tert-butyl ester hydrochloride (51.2 mg, 0.282 mmol) according to Reference R and the general procedure for reductive amination to give (S)-tert-butyl 2-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzylamino)propanoate as a yellow-orange solid. MS (ESI) m/z: Calculated: 503.2; Observed: 503.8 (M++1).

Sources & evidence

ORD record
ord-586a379496cb476e8e5fa555162985df
Source dataset
uspto-grants-2010_11
Patent number
US07842685B2

Reaction notes

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