2-(2H-1,2,3-triazol-2-yl)acetic acid hydrochloride → HCID 46191473, compound

HRID 1630257Notes

Reaction equation

HRID 1630257 reaction equation
Cl.[N:2]1[N:3]([CH2:7][C:8]([OH:10])=O)[N:4]=[CH:5][CH:6]=1.[F:11][C:12]1[CH:40]=[CH:39][C:15]([O:16][C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:24]([C@@H:26]3[CH2:30][C@@H:29]([CH2:31][C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=4[CH3:38])[CH2:28][NH:27]3)=[O:25])=[CH:19][CH:18]=2)=[CH:14][CH:13]=1>>[N:4]1[N:3]([CH2:7][C:8]([N:27]2[CH2:28][C@H:29]([CH2:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[CH3:38])[CH2:30][C@H:26]2[C:24]([NH:23][C:20]2[CH:21]=[CH:22][C:17]([O:16][C:15]3[CH:39]=[CH:40][C:12]([F:11])=[CH:13][CH:14]=3)=[CH:18][CH:19]=2)=[O:25])=[O:10])[N:2]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 670094972-(2H-1,2,3-triazol-2-yl)acetic acid hydrochlorideHCID 67009720(2S,4R)-N-(4-(4-fluorophenoxy)phenyl)-4-(2-methylbenzyl)pyrrolidine-2-carboxamide

Product 1

HCID 46191473HCID 46191473, compound

Procedure

Proceeding as in Example 1, but substituting 2-(2H-1,2,3-triazol-2-yl)acetic acid hydrochloride and (2S,4R)—N-(4-(4-fluorophenoxy)phenyl)-4-(2-methylbenzyl)pyrrolidine-2-carboxamide, gave Compound 48, (2S,4R)-1-(2-(2H-1,2,3-triazol-2-yl)acetyl)-N-(4-(4-fluorophenoxy)phenyl)-4-(2-methylbenzyl)pyrrolidine-2-carboxamide. Major isomer: 1H-NMR (400 MHz, DMSO-D6): δ 9.98 (s, 1H), 7.80 (s, 1H), 7.54 (d, 2H), 7.24-7.08 (m, 6H), 7.04-6.92 (m, 4H), 5.49 (q, 2H), 4.53-4.48 (m, 1H), 3.90-3.83 (m, 1H), 2.80-2.62 (m, 3H), 2.29 (s, 3H), 2.05-1.88 (m, 2H). MS (EI) for C29H28FN5O3. found 514.2 (MH+).

Sources & evidence

ORD record
ord-0d6cb82b4b7a4bc989d0f3803ba74ec2
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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