(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide → HCID 67009368, compound

HRID 1630262Notes

Reaction equation

HRID 1630262 reaction equation
Cl.[N:2]1[CH:7]=[C:6]([CH2:8][C:9]([OH:11])=O)[CH:5]=[N:4][CH:3]=1.[NH2:12][C@@H:13]([CH2:31][O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:14]([NH:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)=[CH:19][CH:18]=1)=[O:15]>>[CH2:33]([O:32][CH2:31][C@H:13]([NH:12][C:9](=[O:11])[CH2:8][C:6]1[CH:5]=[N:4][CH:3]=[N:2][CH:7]=1)[C:14]([NH:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)=[CH:19][CH:18]=1)=[O:15])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

3

Reactant 2

HCID 67009137(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamideHCID 670099431222199-29-2

Product 1

HCID 67009368HCID 67009368, compound

Procedure

Proceeding as in Example 1, but substituting 2-(pyrimidin-5-yl)acetic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide, gave Compound 250, (S)-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)-2-(2-(pyrimidin-5-yl)acetamido)propanamide. 1H-NMR (400 MHz, CDCl3): σ 9.17 (s, 1H), 8.72 (s, 1H), 8.36 (s, 1H), 7.42-7.21 (m, 7H), 7.06-6.91 (m, 5H), 6.68 (d, 1H), 4.70-4.63 (m, 3H), 4.57 (d, 1H), 3.98 (dd, 1H), 3.60-3.54 (m, 3H). MS (EI) for C28H25FN4O4. found 501.2 (MH+).

Sources & evidence

ORD record
ord-eb7690dd0770469eafcb4a161725ef6a
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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