Trifluoroacetic acid → HCID 57937360, compound

HRID 1435508Notes

Reaction equation

HRID 1435508 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:11][N:10]([S:12]([C:15]2[CH:36]=[CH:35][C:18]3[N:19]([CH2:26][CH:27]4[CH2:32][CH2:31][C:30]([F:34])([F:33])[CH2:29][CH2:28]4)[C:20]([C:22]([CH3:25])([CH3:24])[CH3:23])=[N:21][C:17]=3[CH:16]=2)(=[O:14])=[O:13])[CH2:9]1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:22]([C:20]1[N:19]([CH2:26][CH:27]2[CH2:32][CH2:31][C:30]([F:33])([F:34])[CH2:29][CH2:28]2)[C:18]2[CH:35]=[CH:36][C:15]([S:12]([N:10]3[CH2:9][CH:8]([NH2:7])[CH2:11]3)(=[O:14])=[O:13])=[CH:16][C:17]=2[N:21]=1)([CH3:25])([CH3:23])[CH3:24]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57937374HCID 57937374, compound

Product 1

HCID 57937360HCID 57937360, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the same procedure in Example 37, Step A, using tert-butyl[1-({2-tert-butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazol-5-yl}sulfonyl)azetidin-3-yl]carbamate (0.34 g, 0.63 mmol) and TFA (5 mL) in CH2Cl2 (10 mL). Yield: 0.26 g (93%). 1H NMR (400 MHz, METHANOL-D4) δ 1.47-1.57 (m, 2 H), 1.61 (s, 9 H), 1.63-1.84 (m, 4 H), 1.98-2.13 (m, 2 H), 2.16-2.32 (m, 1 H), 3.79-3.90 (m, 3 H), 3.97-4.08 (m, 2 H), 4.45 (d, J=7.42 Hz, 2 H), 7.75-7.84 (m, 1 H), 7.86-7.92 (m, 1 H), 8.14 (d, J=1.37 Hz, 1 H); MS (ESI) (M+H)+=441.3; Anal. Calcd for C21H30F2N4O2S+2.10 TFA (680.01): C, 44.51; H, 4.76; N, 8.24. Found: C, 44.48; H, 4.65; N, 8.43.

Sources & evidence

ORD record
ord-d41c69c4b4044570b1de2c60ab867c63
Source dataset
uspto-grants-2009_11
Patent number
US07615642B2

Reaction notes

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