HCID 53956777, compound → HCID 20672307, compound

HRID 1386800Notes

Reaction equation

HRID 1386800 reaction equation
C([O:8][C:9](=[O:47])[C@H:10]([N:16]1[CH2:20][C@H:19]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=2)[C@H:18]([CH2:28][N:29]2[CH2:34][CH2:33][CH:32]([CH2:35][CH2:36][C:37]([F:46])([F:45])[C:38]3[CH:43]=[CH:42][C:41]([F:44])=[CH:40][CH:39]=3)[CH2:31][CH2:30]2)[CH2:17]1)[CH2:11][CH:12]1[CH2:15][CH2:14][CH2:13]1)C1C=CC=CC=1.C(OC(=O)[C@H](N1C[C@H](C2C=CC=C(F)C=2)[C@@H](CN2CCC(CCC(F)(F)C3C=CC(F)=CC=3)CC2)C1)CC1CCC1)C1C=CC=CC=1>>[F:46][C:37]([F:45])([C:38]1[CH:39]=[CH:40][C:41]([F:44])=[CH:42][CH:43]=1)[CH2:36][CH2:35][CH:32]1[CH2:33][CH2:34][N:29]([CH2:28][C@H:18]2[C@@H:19]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=3)[CH2:20][N:16]([C@H:10]([CH2:11][CH:12]3[CH2:15][CH2:14][CH2:13]3)[C:9]([OH:47])=[O:8])[CH2:17]2)[CH2:30][CH2:31]1

Participants

3

Reactant 2

HCID 53956777HCID 53956777, compoundHCID 53956778HCID 53956778, compound

Product 1

HCID 20672307HCID 20672307, compound

Procedure

The title compound was prepared using procedures analogous to those described in EXAMPLE 155, Step J, substituting 2-(R)-(3-(R)-((4-(3,3-difluoro-3-(4-fluorophenyl)propyl)piperidin-1-yl methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-(cyclobutyl)propanoic acid benzyl ester (from EXAMPLE 198, Step A) for 2-(R)-(3-(S)-((4-(3,3-difluoro-3-(4-fluorophenyl)propyl)piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-(cyclobutyl)propanoic acid benzyl ester. For the title compound: 1H NMR (500 MHz, CD3OD) δ 7.49 (dd, J=9, 6, 2H), 7.35 (td, J=8, 6, 1H), 7.16 (t, J=9,22H), 7.11-7.06 (m, 2H), 7.00 (td, J=9,2, 1H), 3.76 (q, J=8, 1H), 3.72-3.62 (m, 2H), 3.44 (t, J=10, 1H), 3.36 (dd, J=9, 6, 11H), 3.21 (dd, J=11, 7, 1H), 2.92-2.73 (m, 3H), 2.50 (septet, J=8, 1H), 2.22-2.06 (m, 5H), 2.02-1.67 (m, 9H), 1.60 (bd, J=12, 2H), 1.31-1.01 (m, 5H); ESI-MS 561 (M+H); HPLC A: 2.64 min.

Workup

  1. customThe title compound was prepared
  2. custom2.64 min.

Sources & evidence

ORD record
ord-13fbb74b388144e3b09126fffcee8bcc
Source dataset
uspto-grants-2001_07
Patent number
US06265434B1

Reaction notes

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